Ethanol → HCID 13014431, compound

HRID 1758948Notes

Reaction equation

HRID 1758948 reaction equation
C(C(=COCC)C(NC(OCC)=O)=O)#N.ClC1C=C(C=CC=1Cl)N.C(O)C.[C:28]([C:30](=[CH:39][NH:40][C:41]1[CH:46]=[CH:45][C:44]([Cl:47])=[C:43]([Cl:48])[CH:42]=1)[C:31]([NH:33][C:34](OCC)=[O:35])=[O:32])#[N:29]>C1C2C(=CC=CC=2)CCC1>[C:28]([C:30]1[C:31](=[O:32])[NH:33][C:34](=[O:35])[N:40]([C:41]2[CH:46]=[CH:45][C:44]([Cl:47])=[C:43]([Cl:48])[CH:42]=2)[CH:39]=1)#[N:29]

Participants

6

Reactant 4

HCID 702EthanolHCID 72573,4-DichloroanilineHCID 230015ethyl N-(2-cyano-3-ethoxyacryloyl)carbamateHCID 70547448HCID 70547448, compound

Product 1

HCID 13014431HCID 13014431, compound

Reagents, catalysts & solvents 1

HCID 8404TetralinSolvent

Procedure

A mixture of α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide (0.047 mol), 3,4-dichloroaniline (8.15 g) and ethanol (70 ml) is heated to prepare α-cyano-β-(3,4-dichloroanilino)-N-ethoxycarbonylacrylamide, which is cyclized by heating overnight in tetralin to yield 5-cyano-1-(3,4-dichlorophenyl)uracil, m.p. 206.5°-207.5°.

Workup

  1. temperatureis heated

Sources & evidence

ORD record
ord-6df33f82531444d396250eba4c245dcb
Source dataset
uspto-grants-1982_07
Patent number
US04338318

Reaction notes

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