Acetonitrile → Hydrazinecarboxylic acid, 2-(phenylacetyl)-, methyl ester

HRID 621410Notes

Reaction equation

HRID 621410 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[NH:2][NH2:3].C(#N)C.[C:10]1([CH2:16][C:17](Cl)=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O>[C:10]1([CH2:16][C:17]([NH:3][NH:2][C:1]([O:5][CH3:6])=[O:4])=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 7679Phenylacetyl chlorideHCID 80519Methyl carbazate

Product 1

HCID 2428776Hydrazinecarboxylic acid, 2-(phenylacetyl)-, methyl esterYield 76.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 90.1 g. (1.0 mole) of methyl carbazate and 500 ml. of acetonitrile 154.6 g. (1.0 mole) of phenyl acetyl chloride are added. The reaction mixture is heated to boiling for 15 hours and clarified. The residual oil is poured into 500 ml. of water, whereby the oil soon solidifies. Thus 158.4 g. of the white desired compound are obtained, yield 76.1%, m.p.: 94°-95° C.

Workup

  1. temperatureThe reaction mixture is heated
  2. additionThe residual oil is poured into 500 ml

Sources & evidence

ORD record
ord-c4d366d16fad4addb4c1a848f03a9d86
Source dataset
uspto-grants-1989_04
Patent number
US04824670

Reaction notes

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