Diazomethane → Methyl 2-acetylnicotinate 4-phenylsemicarbazone

HRID 2372202Notes

Reaction equation

HRID 2372202 reaction equation
[C:1]1([NH:7][C:8](=[O:22])[NH:9][N:10]=[C:11]([OH:21])[C:12]2[CH:17]=[CH:16][CH:15]=[N:14][C:13]=2[C:18](=[O:20])[CH3:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+](=[CH2:25])=[N-]>CO>[C:1]1([NH:7][C:8](=[O:22])[NH:9][N:10]=[C:11]([O:21][CH3:25])[C:12]2[CH:17]=[CH:16][CH:15]=[N:14][C:13]=2[C:18](=[O:20])[CH3:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 178467405HCID 178467405, compound2×

Product 1

HCID 67895943Methyl 2-acetylnicotinate 4-phenylsemicarbazone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 2-acetylnicotinic acid 4-phenylsemicarbazone (compound 1) (0.50 g) in 20 ml of methanol is treated with diazomethane until the yellow color of the solution persists. The solvent is removed in vacuo to give methyl 2-acetylnicotinate 4-phenylsemicarbazone, m.p. 177°-178° (compound 53, Table C).

Workup

  1. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-249d3d81744f440e81021dd9abbbc4bc
Source dataset
uspto-grants-1992_03
Patent number
US05098466

Reaction notes

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