Methanol → Methyl 2-(phenethylhydrazono)-propionate

HRID 2163681Notes

Reaction equation

HRID 2163681 reaction equation
Cl.[CH2:2]([NH:10][NH2:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:12]([O:17][CH3:18])(=[O:16])[C:13]([CH3:15])=O.CO>O>[CH2:2]([NH:10][N:11]=[C:13]([CH3:15])[C:12]([O:17][CH3:18])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 11748Methyl pyruvateHCID 154983Phenelzine hydrochloride

Product 1

HCID 73996985Methyl 2-(phenethylhydrazono)-propionate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

3.6 g. Phenethylhydrazine hydrochloride and 2.0 g. methyl pyruvate are dissolved in 20 ml. methanol and left to stand at ambient temperature for 30 minutes, followed by cooling to 0° C., whereafter 30 ml. water are added thereto. 2.8 g. (61% of theory) methyl 2-(phenethylhydrazono)-propionate crystallizes out; m.p. 59°-60° C. (decomp.).

Workup

  1. custom(61% of theory) methyl 2-(phenethylhydrazono)-propionate crystallizes out

Sources & evidence

ORD record
ord-fa7788d78add487a96641939cd1fb69b
Source dataset
uspto-grants-1979_01
Patent number
US04136196

Reaction notes

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