Hydrazine hydrate (1:1) → Benzenesulfonyl-acetic acid hydrazide

HRID 602767

Reaction equation

HRID 602767 reaction equation
C[O:2][C:3](=O)[CH2:4][S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:7])=[O:6].O.[NH2:16][NH2:17]>CO>[C:8]1([S:5]([CH2:4][C:3]([NH:16][NH2:17])=[O:2])(=[O:7])=[O:6])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 555619Methyl phenylsulfonyl acetate

Product 1

HCID 11378890Benzenesulfonyl-acetic acid hydrazideYield 99.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of 5.0 g (0.023 mol) of benzenesulfonyl-acetic acid methyl ester in 10 mL of MeOH at RT, 3.50 g (0.070 mol, 3 eq) of hydrazine hydrate were added. After one hour, the solvent and the excess of hydrazine were removed under reduced pressure, yielding 4.90 g (quantitative) of benzenesulfonyl-acetic acid hydrazide as a colorless oil, MS: 232 (MNH4+).

Workup

  1. customthe solvent and the excess of hydrazine were removed under reduced pressure

Sources & evidence

ORD record
ord-1db2cf388b6442e6be5c771eb371d57b
Source dataset
uspto-grants-2011_03
Patent number
US07906546B2

Linked notes

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