methyl 2-(N-tert-butyl-sulfamoyl)-4-cyclopentylidenehydrazinobenzoate → Methyl 4-cyclopentylidenehydrazino-2-sulfamoylbenzoate

HRID 1385864Notes

Reaction equation

HRID 1385864 reaction equation
C([NH:5][S:6]([C:9]1[CH:18]=[C:17]([NH:19][N:20]=[C:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[CH:16]=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[C:21]1(=[N:20][NH:19][C:17]2[CH:16]=[CH:15][C:10]([C:11]([O:13][CH3:14])=[O:12])=[C:9]([S:6](=[O:7])(=[O:8])[NH2:5])[CH:18]=2)[CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

3

Reactant 1

HCID 21716183methyl 2-(N-tert-butyl-sulfamoyl)-4-cyclopentylidenehydrazinobenzoate

Product 1

HCID 15300841Methyl 4-cyclopentylidenehydrazino-2-sulfamoylbenzoateYield 91%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

3.9 g (10.6 mmol) of methyl 2-(N-tert-butylsulfamoyl)-4-cyclopentylidenehydrazinobenzoate are stirred in 40 ml of trifluoroacetic acid at 25° C. for 2 hours. The mixture is evaporated and the residue is triturated with diethyl ether. After filtering off with suchion and drying, 3.0 g (91% of theory) of methyl 4-cyclopentylidenehydrazino-2-sulfamoylbenzoate of melting point: 227-229° C. (decomposition) are obtained.

Workup

  1. customThe mixture is evaporated
  2. customthe residue is triturated with diethyl ether
  3. filtrationAfter filtering off with suchion
  4. customdrying

Sources & evidence

ORD record
ord-9e28eff5d4af4ade8a88676c302ee70c
Source dataset
uspto-grants-2001_07
Patent number
US06265348B1

Reaction notes

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