Hexane → HCID 13014427, compound

HRID 2286445Notes

Reaction equation

HRID 2286445 reaction equation
ClC1C=CC=C(Cl)C=1N.C(C(=COCC)C(NC(OCC)=O)=O)#N.CCCCCC.[C:31]([C:33](=[CH:42][NH:43][C:44]1[C:49]([Cl:50])=[CH:48][CH:47]=[CH:46][C:45]=1[Cl:51])[C:34]([NH:36][C:37](OCC)=[O:38])=[O:35])#[N:32]>C(O)C.C1C2C(=CC=CC=2)CCC1>[C:31]([C:33]1[C:34](=[O:35])[NH:36][C:37](=[O:38])[N:43]([C:44]2[C:49]([Cl:50])=[CH:48][CH:47]=[CH:46][C:45]=2[Cl:51])[CH:42]=1)#[N:32]

Participants

7

Reactant 4

HCID 8058HexaneHCID 118462,6-DichloroanilineHCID 230015ethyl N-(2-cyano-3-ethoxyacryloyl)carbamateHCID 70546525HCID 70546525, compound

Product 1

HCID 13014427HCID 13014427, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8404TetralinSolvent

Procedure

2,6-Dichloroaniline and α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide in ethanol is refluxed 3 days and hexane added to prepare α-cyano-β-(2,6-dichloroanilino)-N-ethoxycarbonylacrylamide, which is cyclized by heating in tetralin to yield 5-cyano-1-(2,6-dichlorophenyl)uracil, m.p. 273°-274.5°.

Sources & evidence

ORD record
ord-2b70df1e0d3f4eadba4aa05a1d3f1e13
Source dataset
uspto-grants-1981_05
Patent number
US04266056

Reaction notes

Loading…