Isatin → (3Z)-3-diazo-1H-indol-2-one

HRID 261210노트

반응식

HRID 261210 반응식
[NH:1]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=O)[C:2]1=[O:3].C1(C)C=CC(S([NH:21][NH2:22])(=O)=O)=CC=1.[OH-].[Na+].[O-2].[Al+3].[O-2].[O-2].[Al+3]>>[N+:21](=[C:4]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:1][C:2]1=[O:3])=[N-:22]

참가 물질

5

반응물 4

HCID 7054Isatin2회HCID 14798Sodium HydroxideHCID 15303P-ToluenesulfonylhydrazideHCID 9989226Alumina

생성물 1

HCID 136455454(3Z)-3-diazo-1H-indol-2-one

실험 절차

Once the desired isatin has been obtained, the corresponding 3-diazoindol-2(3H)-one is prepared in accordance with known procedures. See, for example, J. M. Michowski, Tetrahedron Letters, 1773 (1967) and M. P. Cava, et al., J. Am. Chem. Soc., 80, 2257 (1958). The appropriate isatin compound is treated with p-toluenesulfonylhydrazine. The resulting hydrazone then is treated with a base such as aqueous sodium hydroxide or aluminum oxide to give the desired 3-diazoindol-2(3H)-one.

후처리

  1. customthe corresponding 3-diazoindol-2(3H)-one is prepared in accordance with known procedures

출처 및 근거

ORD 기록
ord-8e6d3ae216bc4ebb8e367806e6486279
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04164578

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