반응 #93956

ord-6b95a365086e4e3fa90b5593564ad1c0

반응 방정식

O=C1Nc2ccccc2C1=O
isatin
O=C1Nc2ccccc2C1=O
isatin
Cc1ccc(S(=O)(=O)NN)cc1
p-toluenesulfonylhydrazine
[Na+].[OH-]
sodium hydroxide
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide
→
[N-]=[N+]=C1C(=O)Nc2ccccc21
3-diazoindol-2(3H)-one

반응물

O=C1Nc2ccccc2C1=O
isatin
O=C1Nc2ccccc2C1=O
isatin
Cc1ccc(S(=O)(=O)NN)cc1
p-toluenesulfonylhydrazine
—
hydrazone
[Na+].[OH-]
sodium hydroxide
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminum oxide

시약

없음

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04128644uspto-grants-1978_12