Benzoyl chloride → HCID 18360261, compound

HRID 382372Notes

Reaction equation

HRID 382372 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][N:5]([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:6]=1[C:7]([NH2:9])=[O:8].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1.C(Cl)(=O)C1C=CC=CC=1>>[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([NH:1][C:2]2[N:3]=[CH:4][N:5]([CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:6]=2[C:7]([NH2:9])=[O:8])=[O:24])=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 7412Benzoyl chlorideHCID 7477p-Anisoyl chlorideHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamide

Product 1

HCID 18360261HCID 18360261, compoundYield 53%

Procedure

An amidation reaction and post-treatment were carried out according to the conditions of Example 1, using 1.52 g (7 mmol) of 4-amino-1-benzyl-5-imidazolecarboxamide prepared in Reference Example 2 and 4-methoxy benzoyl chloride separately prepared according to a conventional method, instead of benzoyl chloride, to obtain a crude amide product. The crude amide product was purified by suspension in hot methanol to obtain 1.31 g of 4-(4-methoxybenzoylamino)-1-benzyl-5-imidazolecarboxamide (yield 53%).

Workup

  1. customAn amidation reaction
  2. customseparately prepared
  3. customto obtain a crude amide product
  4. customThe crude amide product was purified by suspension in hot methanol

Sources & evidence

ORD record
ord-bfca6e6078c143ffabc43753f14e4a3f
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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