Ammonia → 3-(3,4-Dihydroxybenzoyl)-2-oxo-1-imidazolidinecarboxamide

HRID 2292329Notes

Reaction equation

HRID 2292329 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]([CH:19]=[CH:20][C:21]=1[O:22]C(=O)C)[C:8]([N:10]1[CH2:14][CH2:13][N:12]([C:15]([NH2:17])=[O:16])[C:11]1=[O:18])=[O:9])(=O)C.N>C(O)C.O>[OH:4][C:5]1[CH:6]=[C:7]([CH:19]=[CH:20][C:21]=1[OH:22])[C:8]([N:10]1[CH2:14][CH2:13][N:12]([C:15]([NH2:17])=[O:16])[C:11]1=[O:18])=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 143908963-[3,4-Bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide

Product 1

HCID 212771773-(3,4-Dihydroxybenzoyl)-2-oxo-1-imidazolidinecarboxamide

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

To a suspension of 6.2 g (0.017 mol) of 3-[3,4-bis(acetyloxy)benzoyl]-2-oxo-1-imidazolidinecarboxamide in 50 ml of a 1:1 mixture of ethanol/water was added dropwise 2.1 ml of ammonia. After stirring for 10 minutes, a clear solution formed from which 3-(3,4-dihydroxybenzoyl)-2-oxo-1-imidazolidinecarboxamide began to crystallize after 15 minutes, yielding 3.8 g.

Sources & evidence

ORD record
ord-4b990338ecb94998a18f47026256e91b
Source dataset
uspto-grants-1989_01
Patent number
US04801705

Reaction notes

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