Phenylurea → HCID 13246746, compound

HRID 1903642Notes

Reaction equation

HRID 1903642 reaction equation
O=[C:2]1[CH:6]([C:7]([O:9][CH3:10])=[O:8])[CH2:5][S:4][CH2:3]1.[C:11]1([NH:17][C:18]([NH2:20])=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C1(C)C(S(O)(=O)=O)=CC=CC=1.C1CCCCC1>O>[C:11]1([NH:17][C:18]([NH:20][C:2]2[CH2:3][S:4][CH2:5][C:6]=2[C:7]([O:9][CH3:10])=[O:8])=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 6145PhenylureaHCID 69252-Methylbenzenesulfonic acidHCID 8078CyclohexaneHCID 984243-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester

Product 1

HCID 13246746HCID 13246746, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

14.4 parts by weight of methyl 3-keto-3,4-dihydrothiophene-4-carboxylate, 16.1 parts by weight of phenylurea and 0.5 part by weight of toluenesulfonic acid in 90 parts by weight of cyclohexane were refluxed for 3 hours, while stirring, in an apparatus equipped with a water separator. The mixture was cooled, and the residue was then filtered off under suction and recrystallized from ethanol. 16.1 parts by weight of N-phenyl-N'-(3-methoxycarbonyl-2,5-dihydrothien-4-yl)-urea of melting point 182°-184° C. were obtained.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationthe residue was then filtered off under suction
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b79b72c49c2c413ba2cce1d2a83df410
Source dataset
uspto-grants-1984_03
Patent number
US04437878

Reaction notes

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