Benzoyl chloride → 5-Carbamoyl-1H-imidazol-4-yl benzoate

HRID 443579Notes

Reaction equation

HRID 443579 reaction equation
[C:1]([C:4]1[NH:5][CH:6]=[NH+:7][C:8]=1[O-:9])(=[O:3])[NH2:2].[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1>[C:10]([O:9][C:8]1[N:7]=[CH:6][NH:5][C:4]=1[C:1](=[O:3])[NH2:2])(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 178513830HCID 178513830, compound

Product 1

HCID 126825455-Carbamoyl-1H-imidazol-4-yl benzoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a suspension of 455 mg of 4-carbamoylimidazolium-5-olate in 5 ml of dry pyridine was added 1.02 g of benzoyl chloride at a temperature below 5° C. After addition was over, the mixture was stirred under ice cooling for 2 hours. Then separated crystals were filtered off, washed with water and ether, dried to give 5-carbamoyl-1H-imidazol-4-yl benzoate, m.p. 204° C. (dec.).

Workup

  1. additionAfter addition
  2. customThen separated crystals
  3. filtrationwere filtered off
  4. washwashed with water and ether
  5. customdried

Sources & evidence

ORD record
ord-baa9dd932f8b4ab9a64551b2845ea5b3
Source dataset
uspto-grants-1981_04
Patent number
US04260774

Reaction notes

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