Acetone → HCID 13206587, compound

HRID 615691Notes

Reaction equation

HRID 615691 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:6].CC(C)=O.[CH3:21][N:22]=[C:23]=[O:24]>C(N(CC)CC)C>[CH3:21][NH:22][C:23](=[O:24])[NH:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[C:5]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)=[O:6]

Participants

5

Reactant 3

HCID 180AcetoneHCID 12228Methyl IsocyanateHCID 5775803-Amino-N-2-pyridinylbenzamide

Product 1

HCID 13206587HCID 13206587, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A mixture of the 3-amino-N-2-pyridylbenzamide (6.4 g), acetone (60 ml), methyl isocyanate (1.8 ml) and a catalytic amount of triethylamine were stirred at room temperature for 24 hours. The resulting crystal was collected by filtration and recrystallized from acetone to provide 6.9 g of 3-(3-methylureido)-N-2-pyridylbenzamide as a colorless acicular crystal (compound 37) (yield: 85%, m.p. 163°-164° C.).

Workup

  1. filtrationThe resulting crystal was collected by filtration
  2. customrecrystallized from acetone

Sources & evidence

ORD record
ord-0e4a59fc7a6d4a49a8ba982c9f588c18
Source dataset
uspto-grants-1985_02
Patent number
US04500714

Reaction notes

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