m-Anisoyl chloride → HCID 18360431, compound

HRID 382374Notes

Reaction equation

HRID 382374 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:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22](Cl)=[O:23].C(C1C=CC=CC=1C(Cl)=O)(=O)C1C=CC=CC=1>>[CH3:17][O:18][C:19]1[CH:20]=[C:21]([CH:25]=[CH:26][CH:27]=1)[C:22]([NH: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])=[O:23]

Participants

4

Reactant 3

HCID 74374m-Anisoyl chlorideHCID 109992952-benzoylbenzoyl chlorideHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamide

Product 1

HCID 18360431HCID 18360431, compoundYield 26%

Procedure

An amidation reaction and post-treatment were carried out according to the conditions of Example 1, using 2.2 g (10 mmol) of 4-amino-1-benzyl-5-imidazolecarboxamide prepared in Reference Example 2 and 3-methoxybenzoyl chloride separately prepared according to a conventional method, instead of benzoyl benzoyl chloride, to obtain a crude amide product. The crude amide product was purified by suspension in hot methanol to obtain 0.91 g of 4-(3-methoxybenzoylamino)-1-benzyl-5-imidazolecarboxamide (yield 26%).

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-11f61b72f10e4504a4b26bf2415590e1
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

Loading…