Diazomethane → Methyl 2-acetylnicotinate 4-phenylsemicarbazone

HRID 2372169Notes

Reaction equation

HRID 2372169 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-fe3a37260c4b494e9b423c965baf167a
Source dataset
uspto-grants-1992_03
Patent number
US05098462

Reaction notes

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