Ethanimidic acid, ethyl ester, hydrochloride (1:1) → HCID 178465596, compound

HRID 1383346Notes

Reaction equation

HRID 1383346 reaction equation
Cl.[C:2](=[NH:7])(OCC)[CH3:3].[NH2:8][CH2:9][C:10]1[NH:15][C:14](=[O:16])[NH:13][C:12](=[O:17])[C:11]=1[Cl:18]>CN(C)C=O>[ClH:18].[Cl:18][C:11]1[C:12](=[O:17])[NH:13][C:14](=[O:16])[NH:15][C:10]=1[CH2:9][NH:8][C:2](=[NH:7])[CH3:3]

Participants

4

Reactant 2

HCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)HCID 21699302HCID 21699302, compound

Product 1

HCID 178465596HCID 178465596, compoundYield 52.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 705 mg of ethyl acetoimidate hydrochloride in N,N-dimethylformamide (12 ml), 500 mg of 6-aminomethyl-5-chlorouracil were added, followed by stirring at room temperature for 13 hours. After the reaction mixture was allowed to cool down, a crystallized matter was collected by filtration and then washed with a 10% solution of hydrochloric acid in methanol, whereby 190 mg of the title compound were obtained (yield: 26%).

Workup

  1. temperatureto cool down
  2. filtrationa crystallized matter was collected by filtration
  3. washwashed with a 10% solution of hydrochloric acid in methanol

Sources & evidence

ORD record
ord-fc15da03db0545649ad64f9284245d2a
Source dataset
uspto-grants-2001_07
Patent number
US06255314B1

Reaction notes

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