658:
720:
927:
950:
762:
965:
807:
875:
256:
183:
675:
1028:
690:
991:
976:
822:
861:
1303:
28:
1972:
C. Morrill; S. Babu; N.G. Almstead; Y.-C. Moon (2013). "Synthesis of 1,4-disubstituted pyrazolopyrimidines from 4,6-dichloropyrimidine-5-carboxaldehyde: insights into selectivity and reactivity".
657:
37:
706:
806:
761:
964:
949:
719:
792:
1409:
1847:
A.W. Beebe; E.F. Dohmeier; G. Moura-Letts (2015). "Diastereoselective synthesis of substituted diaziridines from simple ketones and aldehydes".
926:
1465:
961:-sulfonic acid forms with aldehydes and ketones (e.g. cyclohexanone) diaziridines, which can easily be oxidized to the more stable diazirines.
295:
742:-sulfonic acid yields a mixture of 1-aminobenzotriazole (major product) and 2-aminobenzotriazole (minor product). From 1-aminotriazole,
874:
990:
2058:
871:-sulfonic acid with metal salts of sulfinic acids in sodium acetate solution produces primary sulfonamides in very good yields.
972:
The reaction also provides substituted aziridines from simple aldehydes and ketones with high yield and diastereoselectivity.
1482:
1275:
1202:
674:
1620:
T.M. Klapötke; D.G. Piercey; J. Stierstorfer (2012). "Amination of energetic anions: high-performing energetic materials".
1348:"Boranes in functionalization of olefins to amines: 3-Pinanamine (Bicyclo[3.1.1]heptan-3-amine, 2,6,6-trimethyl-)"
689:
602:-sulfonic acid, which should be stored at 0 °C to prevent decomposition, can be checked by iodometric titration.
1144:
1096:
686:
It reacts with tertiary amines to trisubstituted hydrazinium salts and with pyridine to the 1-amino pyridinium salt.
270:
1294:, Wehrmeister, Herbert L. & Yalowitz, Harold I., "Process for the preparation of hydroxylamine-
938:
to amides. When heated to reflux for several hours under acidic conditions (e.g., in the presence of concentrated
412:
1299:
2005:-sulfonic acid as an efficient coreactant for luminol chemiluminescence for selective and sensitive detection".
1386:
Erdik, Ender; Saczewski, Jarosław; Libman, Anna; Kürti László (27 July 2023). "Hydroxylamine-O-Sulfonic Acid".
1317:
Sommer, F.; Schulz, O. F.; Nassau, M. (1925). "Ăśber die
Sulfoperamidsäure" [About Sulfoperamic Acid].
1027:
919:-sulfonic acids of aldehydes react above room temperature upon elimination of sulfuric acid in high yields to
934:
Aliphatic ketones provide under similar conditions in very high yields oximes, arylalkyl ketones react in a
468:
178:
140:
1024:-arylpyrazolopyrimidines are obtained in good yields from simple 4,6-dichloropyrimidine-5-carboxaldehyde,
975:
1222:
899:-sulfonic acid hydroxylamine sulfate mixtures, which hydrogenates selectively conjugated multiple bonds.
234:
1657:
R. Appel; W. BĂĽchner; E. Guth (1958). "Zur
Kenntnis des Imins, I. Ăśber Phosphinimine und Sulfinimine".
1403:
386:
821:
1659:
846:
190:
1166:
251:
1719:
J. Streith; C. Fizet (1977). "Nucleophilic versus electrophilic properties of the nitrogen atom in
1423:
Baenziger, Norman C.; Belt, Roger F.; Goebel, Carol V. (1967). "Crystal structure of hydroxylamine-
818:-amination of the unsubstituted tetrazole, a mixture of 1-amino- and 2-aminotetrazole is obtained.
635:
1591:(1969). "Reactive intermediates. Part I. Synthesis and oxidation of 1- and 2-aminobenzotriazole".
2053:
2048:
1756:-sulfonic acid: A convenient reagent for the oxidative conversion of aldehydes into nitriles".
1251:
935:
830:
1186:
803:- mesitylene sulfonylhydroxylamine to amino compounds, which were investigated as explosives.
1890:
1319:
1252:"Product Class 7: Hydrazines and Hydrazinium Salts (40.7.1.1.9.2 – Using Hydroxylamine-
911:-sulfonic acid reacts with ketones and aldehydes as a nucleophile to the corresponding oxime-
772:
535:
1888:-ethylbenzisoxazolium cation—I : Preparation and reactions with nucleophilic species".
1123:
Matsuguma, Harold J.; Audrieth, Ludwig F.; Wehrmeister, Herbert L. (1957). "Hydroxylamine-
160:
2001:
M. Saqib; W. Gao; J. Lai; L. Qi; S. Majeed; M.R.H.S. Gilani; G. Xu (2015). "Hydroxylamine-
255:
182:
116:
8:
1974:
1692:
1686:
S.L. Graham; T.H. Scholz (1986). "The reaction of sulfinic acid salts with hydroxylamine-
1267:
1266:. Science of Synthesis: Houben-Weyl Methods of Molecular Transformations. Vol. 40b.
1059:
769:
586:
106:
1949:
1918:
1154:
987:-sulfonic acid to the carbonyl group of 2-hydroxybenzaldehyde followed by cyclization.
850:
508:
440:
1903:
1771:
1738:
2024:
1954:
1866:
1758:
1725:
1639:
1478:
1352:
1271:
1231:
1198:
1140:
1102:
1092:
1051:
1039:
751:
591:
444:
1531:-Iminopyridinium Ylides in Retrospect. From a Simple Concept to Some Applications".
622:) and as is the case generally for amino acids, HOSA exists in the solid state as a
2016:
1983:
1944:
1936:
1899:
1858:
1829:
1800:
1767:
1734:
1701:
1668:
1631:
1602:
1567:
1509:
1470:
1437:
1391:
1361:
1328:
1298:-sulfonic acid", published 1966-10-25, issued 1966-10-25, assigned to
1132:
1017:
747:
375:
318:
1395:
983:
1,2-Benzisoxazole is efficiently produced by nucleophilic attack of hydroxylamine-
222:
1593:
854:
731:
1347:
1194:
1136:
1007:
406:
2042:
2007:
1849:
1833:
1804:
1672:
1622:
1513:
1474:
1365:
1332:
611:
539:
456:
364:
171:
1572:
1551:
1091:
Chemical Data (2nd ed.). Oxford: Pergamon (published 1984). Entry 115.
2028:
1987:
1958:
1870:
1643:
1588:
1429:
1291:
1003:
647:
810:
1-Aminotetrazol und 2-Aminotetrazol durch
Aminierung of Tetrazol with HOSA
1820:
1791:
1705:
1606:
1500:
999:
939:
842:
755:
651:
522:), and for the synthesis of variety of nitrogen-containing heterocycles.
464:
1971:
1619:
1441:
1264:-Oxides, Haloamines, Hydroxylamines and Sulfur Analogues, and Hydrazines
957:
Under basic conditions in the presence of primary amines, hydroxylamine-
2020:
1927:
1862:
1635:
1010:
623:
480:
346:
191:
151:
1940:
791:-sulfonic acid, while even more electron-deficient compounds, such as
1846:
1085:
Ionisation
Constants of Inorganic Acids and Bases in Aqueous Solution
834:
784:
776:
714:
702:
709:
of the obtained 1-N-iminipyridinium ylides leads in high yields to 1
405:
Except where otherwise noted, data are given for materials in their
968:
3,3-Pentamethylendiaziridin durch
Reaktion of Cyclohexanon mit HOSA
500:
77:
57:
139:
1260:
Compounds with One
Saturated Carbon–Heteroatom Bond: Amine
1055:
920:
887:
882:
857:
via the intermediate aminotriphenylphosphonium hydrogen sulfate.
743:
504:
492:
209:
1916:
1385:
1106:
860:
998:
1,2-Benzisoxazole is a structural element in the antipsychotic
943:
515:
511:
67:
47:
36:
765:
Synthesis of
Benzyne and Biphenylene from 1-Aminobenzotriazole
1818:
E. Schmitz; R. Ohme (1965). "3,3-Pentamethylenediaziridine".
1690:-sulfonic acid. A useful synthesis of primary sulfonamides".
1088:
1042:
for a wide range of diagnostic and therapeutic applications.
543:
519:
460:
129:
1122:
746:
is formed in an almost quantitative yield by oxidation with
239:
1919:"N–N Bond-Forming Cyclization for the One-Pot Synthesis of
953:
2-Azacyclooctanon durch
Reaktion of Cycloheptanon with HOSA
585:
The sulfonation of hydroxylamine can also be effected with
1062:
is dramatically enhanced by the addition of hydroxylamine-
697:
From 1-aminopyridinium salts the photochemically active 1-
27:
2000:
1656:
994:
1498:
R. Gösl; A. Meuwsen (1963). "1-Aminopyridinium iodide".
1883:
1685:
1455:
Erdik, Ender (2001). "Hydroxylamine-O-sulfonic Acid".
1227:-sulfonic acid – a versatile synthetic reagent"
845:(isosteric with sulfoxides but far more unstable) or
723:
795:, react only with stronger aminating agents such as
589:
by a method first published in 1925 and refined for
1422:
1290:
1784:
1751:
1718:
1556:-ylides. Rearrangement and fragmentation patterns"
1316:
530:According to a laboratory procedure hydroxylamine-
1817:
1497:
878:Synthesis of primären Sulfonamiden aus Sulfinaten
2040:
221:
665:-sulfonsäure als Elektrophil und als Nukleophil
495:for the introduction of amine groups (–NH
115:
1466:Encyclopedia of Reagents for Organic Synthesis
1917:L.E. Evans; M.D. Cheeseman; K. Jones (2012).
1346:Rathke, Michael W.; Millard, Alan A. (1978).
1345:
907:At room temperature and below, hydroxylamine-
1785:G.A. Olah; A.P. Fung (1985). "Hexahydro-2-(1
1752:C. Fizet; J. Streith (1974). "Hydroxylamine-
1586:
1408:: CS1 maint: DOI inactive as of June 2024 (
1184:
483:and thus is more accurately represented as H
1258:. In Enders, Dieter; Schaumann, E. (eds.).
650:and under neutral and acid conditions as a
534:-sulfonic acid can be prepared by treating
279:InChI=1S/H3NO4S/c1-5-6(2,3)4/h1H2,(H,2,3,4)
1549:
1527:J. Streith (1991). "The Photochemistry of
1526:
1249:
930:Reaktion of HOSA with Carbonylverbindungen
915:-sulfonic acids or their salts. The oxime-
902:
895:-sulfonic acid respectively hydroxylamine-
701:-iminopyridinium ylides are accessible by
254:
181:
159:
1948:
1571:
1216:
1214:
1118:
1116:
646:HOSA reacts under basic conditions as an
1923:-Aryl[3,4-d]pyrazolopyrimidines"
1180:
1178:
1176:
1220:
455:S that is formed by the sulfonation of
250:
2041:
1884:D.S. Kemp; R.B. Woodward (1965). "The
1723:-sulfonyl-hydroxylamine derivatives".
1211:
1113:
1082:
546:). The industrial process is similar.
172:
1454:
1173:
942:) alicyclic ketones react to provide
837:) can be aminated with hydroxylamine-
693:Synthesis of 1-Aminopyridin with HOSA
467:, solid, commonly represented by the
282:Key: DQPBABKTKYNPMH-UHFFFAOYSA-N
1076:
1045:
634:. It resembles an ammonia molecule
463:. It is a white, water-soluble and
1185:Wiberg, Egon; Wiberg, Nils (2001).
979:Synthesis of Diaziridinen with HOSA
212:
13:
1026:
989:
974:
963:
948:
925:
873:
859:
820:
805:
760:
718:
688:
673:
656:
479:H, though it actually exists as a
14:
2070:
1131:. Vol. 5. pp. 122–125.
1083:Perrin, D. D., ed. (1982) .
825:Synthesis of Sulfiminen with HOSA
1552:"The photochemistry of aromatic-
330:
324:
35:
26:
1994:
1965:
1910:
1877:
1840:
1811:
1778:
1745:
1712:
1679:
1650:
1613:
1580:
1543:
1520:
1491:
1448:
1416:
1300:Commercial Solvents Corporation
409:(at 25 °C , 100 kPa).
2059:Reagents for organic chemistry
1390:(Online 3rd ed.). Wiley.
1388:Reagents for Organic Synthesis
1379:
1339:
1310:
1284:
1243:
1187:"Sulfur Compounds of Nitrogen"
867:The reaction of hydroxylamine-
525:
339:
333:
1:
1904:10.1016/S0040-4020(01)96921-2
1772:10.1016/S0040-4039(01)91857-X
1739:10.1016/S0040-4039(01)83223-8
1396:10.1002/047084289X.rh058.pub3
1069:
669:
661:Reaktivität of Hydroxylamine-
1221:Wallace, Raymond G. (1980).
1038:which can be used as purine
641:
636:coordinate covalently bonded
605:
469:condensed structural formula
7:
707:photochemical rearrangement
10:
2075:
1374:, vol. 6, p. 943
1137:10.1002/9780470132364.ch32
1660:Justus Liebigs Ann. Chem.
682:-Aminopiperidin with HOSA
499:), for the conversion of
403:
311:
291:
266:
99:
91:
86:
34:
25:
1834:10.15227/orgsyn.045.0083
1805:10.15227/orgsyn.063.0188
1673:10.1002/jlac.19586180107
1514:10.15227/orgsyn.043.0001
1475:10.1002/047084289X.rh058
1366:10.15227/orgsyn.058.0032
1333:10.1002/zaac.19251470115
1034:-Aryl-Pyrazolopyrimidine
1573:10.1351/pac197749030305
1250:Rademacher, P. (2014).
903:With carbonyl compounds
799:-tosylhydroxylamine or
1988:10.1055/s-0033-1338862
1398:(inactive 2024-06-22).
1035:
995:
980:
969:
954:
936:Beckmann rearrangement
931:
879:
864:
826:
811:
766:
724:
694:
683:
666:
1320:Z. Anorg. Allg. Chem.
1292:US patent 3281209
1030:
993:
978:
967:
952:
929:
877:
863:
853:) can be aminated to
824:
809:
764:
722:
692:
677:
660:
536:hydroxylamine sulfate
1706:10.1055/s-1986-31862
1607:10.1039/J39690000742
1197:. pp. 675–677.
847:phosphorus compounds
638:to a sulfate group.
351:113.09
1857:(70): 13511–13514.
1550:J. Streith (1977).
1442:10.1021/ic50049a017
1268:Georg Thieme Verlag
1191:Inorganic Chemistry
1129:Inorganic Syntheses
1060:cobalt(II) chloride
891:from hydroxylamine-
787:with hydroxylamine-
738:with hydroxylamine-
587:chlorosulfonic acid
491:. It is used as a
376:Solubility in water
22:
2021:10.1039/C5CC01090J
1863:10.1039/C5CC04813C
1636:10.1039/C2DT30684K
1036:
996:
981:
970:
955:
932:
880:
865:
851:triphenylphosphine
841:-sulfonic acid to
827:
812:
770:Electron deficient
767:
725:
695:
684:
667:
598:The hydroxylamine-
441:inorganic compound
437:aminosulfuric acid
413:Infobox references
94:Aminosulfuric acid
16:
2015:(30): 6536–6539.
1982:(13): 1791–1806.
1941:10.1021/ol301561a
1935:(13): 3546–3549.
1898:(11): 3019–3035.
1766:(36): 3187–3188.
1759:Tetrahedron Lett.
1733:(37): 3297–3300.
1726:Tetrahedron Lett.
1630:(31): 9451–9459.
1484:978-0-471-93623-7
1427:-sulfonic acid".
1404:cite encyclopedia
1372:Collected Volumes
1353:Organic Syntheses
1277:978-3-13-172181-5
1232:Aldrichimica Acta
1204:978-0-12-352651-9
1127:-Sulfonic Acid".
1052:chemiluminescence
1046:Further reactions
1006:, as well as the
592:Organic Syntheses
445:molecular formula
421:Chemical compound
419:
418:
235:CompTox Dashboard
141:Interactive image
2066:
2033:
2032:
1998:
1992:
1991:
1969:
1963:
1962:
1952:
1914:
1908:
1907:
1881:
1875:
1874:
1844:
1838:
1837:
1815:
1809:
1808:
1782:
1776:
1775:
1749:
1743:
1742:
1716:
1710:
1709:
1700:(2): 1031–1032.
1683:
1677:
1676:
1654:
1648:
1647:
1617:
1611:
1610:
1587:Campbell, C.D.;
1584:
1578:
1577:
1575:
1560:Pure Appl. Chem.
1547:
1541:
1540:
1524:
1518:
1517:
1495:
1489:
1488:
1452:
1446:
1445:
1420:
1414:
1413:
1407:
1399:
1383:
1377:
1375:
1368:
1343:
1337:
1336:
1314:
1308:
1307:
1306:
1302:
1288:
1282:
1281:
1270:. p. 1171.
1256:-sulfonic Acids"
1247:
1241:
1240:
1218:
1209:
1208:
1182:
1171:
1170:
1164:
1160:
1158:
1150:
1120:
1111:
1110:
1080:
1066:-sulfonic acid.
1018:one-pot reaction
946:in high yields.
855:phosphine imides
831:sulfur compounds
793:5-nitrotetrazole
758:in good yields.
750:, which rapidly
748:lead(IV) acetate
341:
335:
332:
326:
319:Chemical formula
259:
258:
243:
241:
225:
214:
193:
185:
174:
163:
143:
119:
75:
65:
55:
45:
39:
30:
23:
15:
2074:
2073:
2069:
2068:
2067:
2065:
2064:
2063:
2039:
2038:
2037:
2036:
1999:
1995:
1970:
1966:
1915:
1911:
1882:
1878:
1845:
1841:
1816:
1812:
1783:
1779:
1750:
1746:
1717:
1713:
1684:
1680:
1655:
1651:
1618:
1614:
1594:J. Chem. Soc. C
1585:
1581:
1548:
1544:
1525:
1521:
1496:
1492:
1485:
1453:
1449:
1421:
1417:
1401:
1400:
1384:
1380:
1370:
1344:
1340:
1315:
1311:
1304:
1289:
1285:
1278:
1248:
1244:
1223:"Hydroxylamine-
1219:
1212:
1205:
1183:
1174:
1162:
1161:
1152:
1151:
1147:
1121:
1114:
1099:
1081:
1077:
1072:
1048:
905:
672:
644:
633:
629:
621:
617:
608:
581:
577:
573:
569:
565:
561:
557:
553:
528:
498:
490:
486:
478:
474:
454:
450:
422:
415:
410:
395:
378:
338:
329:
321:
307:
304:
299:
298:
287:
284:
283:
280:
274:
273:
262:
244:
237:
228:
215:
203:
166:
146:
133:
122:
109:
95:
82:
81:
73:
71:
63:
61:
53:
51:
43:
40:
21:-sulfonic acid
12:
11:
5:
2072:
2062:
2061:
2056:
2054:Sulfonic acids
2051:
2049:Hydroxylamines
2035:
2034:
1993:
1964:
1909:
1876:
1839:
1810:
1789:)-azocinone".
1777:
1744:
1711:
1678:
1649:
1612:
1601:(5): 742–747.
1579:
1566:(3): 305–315.
1542:
1519:
1490:
1483:
1461:-Sulfonic Acid
1457:Hydroxylamine-
1447:
1436:(3): 511–514.
1415:
1378:
1338:
1327:(1): 142–155.
1309:
1283:
1276:
1242:
1210:
1203:
1195:Academic Press
1172:
1163:|journal=
1145:
1112:
1097:
1074:
1073:
1071:
1068:
1054:of the system
1047:
1044:
1008:anticonvulsant
904:
901:
736:-benzotriazole
730:-amination of
671:
668:
643:
640:
631:
627:
619:
615:
607:
604:
583:
582:
579:
575:
571:
567:
563:
559:
555:
551:
527:
524:
496:
488:
484:
476:
472:
452:
448:
429:-sulfonic acid
425:Hydroxylamine-
420:
417:
416:
411:
407:standard state
404:
401:
400:
397:
393:
383:
382:
379:
374:
371:
370:
367:
361:
360:
357:
353:
352:
349:
343:
342:
336:
327:
322:
317:
314:
313:
309:
308:
306:
305:
302:
294:
293:
292:
289:
288:
286:
285:
281:
278:
277:
269:
268:
267:
264:
263:
261:
260:
252:DTXSID50883542
247:
245:
233:
230:
229:
227:
226:
218:
216:
208:
205:
204:
202:
201:
197:
195:
187:
186:
176:
168:
167:
165:
164:
156:
154:
148:
147:
145:
144:
136:
134:
127:
124:
123:
121:
120:
112:
110:
105:
102:
101:
97:
96:
93:
89:
88:
84:
83:
72:
62:
52:
42:
41:
32:
31:
17:Hydroxylamine-
9:
6:
4:
3:
2:
2071:
2060:
2057:
2055:
2052:
2050:
2047:
2046:
2044:
2030:
2026:
2022:
2018:
2014:
2011:(in German).
2010:
2009:
2008:Chem. Commun.
2004:
1997:
1989:
1985:
1981:
1978:(in German).
1977:
1976:
1968:
1960:
1956:
1951:
1946:
1942:
1938:
1934:
1931:(in German).
1930:
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1924:
1922:
1913:
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1901:
1897:
1894:(in German).
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1892:
1887:
1880:
1872:
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1856:
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1852:
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1850:Chem. Commun.
1843:
1835:
1831:
1827:
1824:(in German).
1823:
1822:
1814:
1806:
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1798:
1795:(in German).
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1755:
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1729:(in German).
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1663:(in German).
1662:
1661:
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1633:
1629:
1626:(in German).
1625:
1624:
1623:Dalton Trans.
1616:
1608:
1604:
1600:
1596:
1595:
1590:
1583:
1574:
1569:
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1562:(in German).
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1146:9780470132364
1142:
1138:
1134:
1130:
1126:
1119:
1117:
1108:
1104:
1100:
1098:0-08-029214-3
1094:
1090:
1086:
1079:
1075:
1067:
1065:
1061:
1057:
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712:
708:
704:
700:
691:
687:
681:
678:Synthesis of
676:
664:
659:
655:
653:
649:
639:
637:
625:
613:
612:sulfamic acid
610:Analogous to
603:
601:
596:
594:
593:
588:
549:
548:
547:
545:
541:
540:sulfuric acid
537:
533:
523:
521:
517:
513:
510:
506:
502:
494:
482:
470:
466:
462:
458:
457:hydroxylamine
446:
442:
438:
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398:
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365:Melting point
363:
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173:ECHA InfoCard
170:
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142:
138:
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131:
126:
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69:
59:
49:
38:
33:
29:
24:
20:
2012:
2006:
2002:
1996:
1979:
1973:
1967:
1932:
1926:
1920:
1912:
1895:
1889:
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1879:
1854:
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1842:
1825:
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1757:
1753:
1747:
1730:
1724:
1720:
1714:
1697:
1691:
1687:
1681:
1667:(1): 53–58.
1664:
1658:
1652:
1627:
1621:
1615:
1598:
1592:
1582:
1563:
1559:
1553:
1545:
1536:
1532:
1528:
1522:
1505:
1499:
1493:
1464:
1460:
1456:
1450:
1433:
1430:Inorg. Chem.
1428:
1424:
1418:
1387:
1381:
1371:
1357:
1351:
1341:
1324:
1318:
1312:
1295:
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1190:
1128:
1124:
1084:
1078:
1063:
1049:
1037:
1031:
1021:
1015:
1004:paliperidone
997:
984:
982:
971:
958:
956:
933:
916:
912:
908:
906:
896:
892:
886:
881:
868:
866:
843:sulfinimines
838:
828:
815:
813:
800:
796:
788:
780:
773:heterocycles
768:
739:
733:
727:
726:
710:
698:
696:
685:
679:
662:
648:electrophile
645:
609:
599:
597:
590:
584:
538:with fuming
531:
529:
436:
432:
426:
424:
423:
390:
359:white solid
303:NOS(=O)(=O)O
100:Identifiers
92:Other names
18:
1891:Tetrahedron
1821:Org. Synth.
1792:Org. Synth.
1539:(3): 65–76.
1501:Org. Synth.
1000:risperidone
940:formic acid
885:can formed
756:biphenylene
652:nucleophile
526:Preparation
465:hygroscopic
381:cold water
356:Appearance
312:Properties
179:100.019.065
2043:Categories
1928:Org. Lett.
1589:Rees, C.W.
1239:(1): 3–11.
1070:References
1011:zonisamide
835:thioethers
775:, such as
715:diazepines
670:Aminations
624:zwitterion
481:zwitterion
347:Molar mass
152:ChemSpider
128:3D model (
107:CAS Number
1975:Synthesis
1693:Synthesis
1165:ignored (
1155:cite book
849:(such as
833:(such as
779:, can be
777:tetrazole
752:dimerizes
703:acylation
642:Reactions
606:Structure
509:alicyclic
501:aldehydes
200:220-971-6
192:EC Number
117:2950-43-8
2029:25766485
1959:22734502
1871:26216745
1644:22751656
1107:82-16524
921:nitriles
785:aminated
518:(cyclic
505:nitriles
78:Hydrogen
58:Nitrogen
1950:3390909
1799:: 188.
1056:luminol
1040:analogs
944:lactams
888:in situ
883:Diimine
814:In the
744:benzyne
516:lactams
512:ketones
493:reagent
439:is the
387:Acidity
369:210 °C
210:PubChem
2027:
1957:
1947:
1869:
1828:: 83.
1642:
1533:CHIMIA
1481:
1360:: 32.
1305:
1274:
1201:
1143:
1105:
1095:
705:. The
520:amides
296:SMILES
87:Names
76:
74:
68:Sulfur
66:
64:
56:
54:
48:Oxygen
46:
44:
1508:: 1.
1089:IUPAC
1016:In a
829:Also
713:-1,2-
574:H + H
562:+ 2SO
544:oleum
514:into
503:into
461:oleum
459:with
443:with
435:) or
399:1.48
271:InChI
223:76284
161:68763
130:JSmol
2025:PMID
1955:PMID
1867:PMID
1698:1986
1640:PMID
1599:1969
1479:ISBN
1410:link
1272:ISBN
1199:ISBN
1167:help
1141:ISBN
1103:LCCN
1093:ISBN
1050:The
1002:and
630:NOSO
570:NOSO
566:→ 2H
507:and
487:NOSO
475:NOSO
433:HOSA
2017:doi
1984:doi
1945:PMC
1937:doi
1900:doi
1859:doi
1830:doi
1801:doi
1768:doi
1735:doi
1702:doi
1669:doi
1665:618
1632:doi
1603:doi
1568:doi
1510:doi
1471:doi
1438:doi
1392:doi
1362:doi
1329:doi
1325:147
1133:doi
754:to
626:: H
618:NSO
554:OH)
550:(NH
240:EPA
213:CID
80:, H
70:, S
60:, N
50:, O
2045::
2023:.
2013:51
1980:45
1953:.
1943:.
1933:14
1925:.
1896:21
1865:.
1855:51
1826:45
1797:63
1764:15
1731:18
1638:.
1628:41
1597:.
1564:49
1558:.
1537:45
1506:43
1477:.
1469:.
1463:.
1406:}}
1402:{{
1369:;
1358:58
1356:.
1350:.
1237:13
1235:.
1229:.
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1175:^
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1157:}}
1153:{{
1139:.
1115:^
1101:.
1087:.
1020:,
1013:.
923:.
654:.
614:(H
595:.
578:SO
558:SO
451:NO
396:)
389:(p
2031:.
2019::
2003:O
1990:.
1986::
1961:.
1939::
1921:N
1906:.
1902::
1886:N
1873:.
1861::
1836:.
1832::
1807:.
1803::
1787:H
1774:.
1770::
1754:O
1741:.
1737::
1721:O
1708:.
1704::
1688:O
1675:.
1671::
1646:.
1634::
1609:.
1605::
1576:.
1570::
1554:N
1529:N
1516:.
1512::
1487:.
1473::
1459:O
1444:.
1440::
1434:6
1425:O
1412:)
1394::
1376:.
1364::
1335:.
1331::
1296:O
1280:.
1262:N
1254:O
1225:O
1207:.
1169:)
1149:.
1135::
1125:O
1109:.
1064:O
1058:/
1032:N
1022:N
985:O
959:O
917:O
913:O
909:O
897:O
893:O
869:O
839:O
816:N
801:O
797:O
789:O
783:-
781:N
740:O
734:H
732:1
728:N
711:H
699:N
680:N
663:O
632:3
628:3
620:3
616:3
600:O
580:4
576:2
572:3
568:2
564:3
560:4
556:2
552:3
542:(
532:O
497:2
489:3
485:3
477:3
473:2
471:H
453:4
449:3
447:H
431:(
427:O
394:a
391:K
340:S
337:4
334:O
331:N
328:3
325:H
242:)
238:(
132:)
19:O
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