Acetyl chloride → HCID 18360517, compound

HRID 382378Notes

Reaction equation

HRID 382378 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].[CH:17]1([C:23](Cl)=[O:24])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(Cl)(=O)C>>[CH:17]1([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])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 75938Cyclohexanecarbonyl chlorideHCID 140006201-benzyl-4-amino-1H-imidazole-5-carboxamide

Product 1

HCID 18360517HCID 18360517, compoundYield 49%

Procedure

An amidation reaction and a post-treatment were carried out according to the conditions of Example 18, using 2.2 g (10 mmol) of 4-amino-1-benzyl-5-imidazolecarboxamide prepared in Reference Example 2 and cyclohexanecarbonyl chloride separately prepared according to a conventional method, instead of acetyl chloride, to obtain a crude crystals. The crude crystals were purified by suspension in hot methanol to obtain 1.62 g of 4-cyclohexylcarbonylamino-1-benzyl-5-imidazolecarboxamide (yield 49%).

Workup

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

Sources & evidence

ORD record
ord-18e8ad6b7c044119919aecfebff1fa0d
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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