تفاعل #348392

ord-8e6d3ae216bc4ebb8e367806e6486279

معادلة التفاعل

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

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04164578uspto-grants-1979_08