HCID 4261464, compound → 1-(4-Chlorophenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

HRID 1758941Notes

Reaction equation

HRID 1758941 reaction equation
[C:1]([C:3](=[CH:12][NH:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)[C:4]([NH:6][C:7](OCC)=[O:8])=[O:5])#[N:2]>ClC1C=CC=CC=1Cl>[C:1]([C:3]1[C:4](=[O:5])[NH:6][C:7](=[O:8])[N:13]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH:12]=1)#[N:2]

Participants

3

Reactant 1

HCID 4261464HCID 4261464, compound

Product 1

HCID 28219481-(4-Chlorophenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A mixture of 8.8 g (0.03 mol) of α-cyano-β-(4-chloroanilino)-N-ethoxycarbonylacrylamide and 40 ml of ortho-dichlorobenzene is heated at reflux. After about 2 hours, crystals appear and the mixture is allowed to cool to room temperature. The mixture is filtered to yield 5-cyano-1-(4-chlorophenyl)uracil, m.p. 236°-239°.

Workup

  1. temperatureis heated
  2. temperatureat reflux
  3. filtrationThe mixture is filtered

Sources & evidence

ORD record
ord-579288264b40440e88d3d5f1fabeb1cd
Source dataset
uspto-grants-1982_07
Patent number
US04338318

Reaction notes

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