Hydrazine hydrate (1:1) → HCID 54331888, compound

HRID 1419759Notes

Reaction equation

HRID 1419759 reaction equation
[CH3:1][N:2]1[C:6]([S:7](=[O:10])(=[O:9])[NH2:8])=[C:5]([C:11]([O:13]CC)=O)[CH:4]=[N:3]1.O.[NH2:17][NH2:18]>>[CH3:1][N:2]1[C:6]([S:7](=[O:10])(=[O:9])[NH2:8])=[C:5]([C:11]([NH:17][NH2:18])=[O:13])[CH:4]=[N:3]1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13364389Ethyl 1-methyl-5-sulfamoyl-1H-pyrazole-4-carboxylate

Product 1

HCID 54331888HCID 54331888, compoundYield 90%

Procedure

Ethyl 1-methyl-5sulfamoylpyrazole-4-carboxylate (1.0 g), prepared according to Bellemin and Festal, J. Heterocycl. Chem. 1984, 21, 1017, was stirred with 1 ml of hydrazine monohydrate at room temperature for 3 h and then evaporated to dryness. The residue was taken up in 5 ml of water and extracted with 25 ml of dichloromethane. The aqueous phase was evaporated to give 0.85 g (90%) of the title compound as a slowly crystallizing oil. Trituration with 5 ml of a 2:1 mixture of methanol and ethyl acetate gave a pure product: m.p. 172°-173° C.

Workup

  1. customevaporated to dryness
  2. extractionextracted with 25 ml of dichloromethane
  3. customThe aqueous phase was evaporated

Sources & evidence

ORD record
ord-6575475315a24f2797b94fc592da31fc
Source dataset
uspto-grants-1999_03
Patent number
US05889002

Reaction notes

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