P-Toluenesulfonylhydrazide → HCID 178490627, compound

HRID 1763509Notes

Reaction equation

HRID 1763509 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]2[C:3]=1[C:4](=O)[C:5](=[O:13])[NH:6]2.[C:15]1([CH3:26])[CH:20]=[CH:19][C:18]([S:21]([NH:24][NH2:25])(=[O:23])=[O:22])=[CH:17][CH:16]=1>CO>[C:15]1([CH3:26])[CH:16]=[CH:17][C:18]([S:21]([NH:24][N:25]=[C:4]2[C:3]3[C:7](=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:2]=3[Cl:1])[NH:6][C:5]2=[O:13])(=[O:22])=[O:23])=[CH:19][CH:20]=1

Participants

4

Reactant 2

HCID 15303P-ToluenesulfonylhydrazideHCID 125119404-Chloro-7-methoxy-1H-indole-2,3-dione

Product 1

HCID 178490627HCID 178490627, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

25.0 g (0.118 mole) of 4-chloro-7-methoxyisatin is taken up in 500 ml CH3OH at 60° and treated portionwise with 23.8 g of 97% p-toluenesulfonylhydrazine (≅ 23.1 g or 1.05 equivalents). The mixture is kept at ~60° for 15 minutes and then stirred at room temperature for 20 hours.

Sources & evidence

ORD record
ord-f76a2cd0fed14648b42b5060c7793a23
Source dataset
uspto-grants-1978_09
Patent number
US04112096

Reaction notes

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