Sodium Carbonate → 5-carbamoyl-1H-imidazol-4-yl-piperonylate

HRID 443581Notes

Reaction equation

HRID 443581 reaction equation
[C:1]([C:4]1[NH:5][CH:6]=[NH+:7][C:8]=1[O-:9])(=[O:3])[NH2:2].C(=O)([O-])[O-].[Na+].[Na+].[CH2:16]1[O:27][C:26]2[CH:25]=[CH:24][C:20]([C:21](Cl)=[O:22])=[CH:19][C:18]=2[O:17]1>C1(C)C=CC=CC=1>[CH2:16]1[O:27][C:26]2[CH:25]=[CH:24][C:20]([C:21]([O:9][C:8]3[N:7]=[CH:6][NH:5][C:4]=3[C:1](=[O:3])[NH2:2])=[O:22])=[CH:19][C:18]=2[O:17]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 178513830HCID 178513830, compound

Product 1

HCID 1252445-carbamoyl-1H-imidazol-4-yl-piperonylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 1.27 g of 4-carbamoylimidazolium-5-olate in 42.4 g of 10% aqueous solution of sodium carbonate was added 7.38 g of 3,4-methylenedioxybenzoylchloride in 20 ml of toluene at room temperature. After addition was over, the mixture was stirred for 4 hours. Then the separated crystals were filtered off, washed with water and toluene, dried in vacuo to give 5-carbamoyl-1H-imidazol-4-yl 3,4-methylenedioxybenzoate, m.p. 206.5°-208° C. (dec.).

Workup

  1. additionAfter addition
  2. filtrationThen the separated crystals were filtered off
  3. washwashed with water and toluene
  4. customdried in vacuo

Sources & evidence

ORD record
ord-87790f461ed6439a87ab5fe4654d06f7
Source dataset
uspto-grants-1981_04
Patent number
US04260774

Reaction notes

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