4-Bromobenzoyl chloride → HCID 54257594, compound

HRID 443586Notes

Reaction equation

HRID 443586 reaction equation
[C:1]([C:4]1[NH:5][CH:6]=[NH+:7][C:8]=1[O-:9])(=[O:3])[NH2:2].[Br:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1>N1C=CC=CC=1>[Br:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([O:9][C:8]2[N:7]=[CH:6][NH:5][C:4]=2[C:1](=[O:3])[NH2:2])=[O:16])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 685154-Bromobenzoyl chlorideHCID 178513830HCID 178513830, compound

Product 1

HCID 54257594HCID 54257594, compoundYield 84.9%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 5.084 g of 4-carbamoyl-imidazolium-5-olate in 104 ml of dry pyridine was added 11.41 g of p-bromobenzoyl chloride at room temperature. After addition was over, the mixture was stirred at 40°-45° C. for 2.5 hours. The separated crystals were filtered off, washed with chloroform and diisopropyl ether, dried under vacuum to give 10.535 g of 5-carbamoyl-1H-imidazol-4-yl p-bromobenzoate, m.p. 232°-233° C. (dec.)

Workup

  1. additionAfter addition
  2. filtrationThe separated crystals were filtered off
  3. washwashed with chloroform and diisopropyl ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-dc2b296cafbb4fc688b0960e4d00b104
Source dataset
uspto-grants-1981_04
Patent number
US04260774

Reaction notes

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