p-Toluenesulfonic acid → HCID 13246740, compound

HRID 1903640Notes

Reaction equation

HRID 1903640 reaction equation
O=[C:2]1[CH:6]([C:7]([O:9][CH3:10])=[O:8])[CH2:5][S:4][CH2:3]1.[CH:11]1([NH:17][C:18]([NH2:20])=[O:19])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C)C(C)=CC=CC=1>O>[CH: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])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

6

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 7237O-XyleneHCID 69684CyclohexylureaHCID 984243-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester

Product 1

HCID 13246740HCID 13246740, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

15.1 parts by weight of methyl 3-keto-1,5-dihydrothiophene-4-carboxylate, 14.2 parts by weight of cyclohexylurea and 0.5 part by weight of p-toluenesulfonic acid in 100 parts by weight of xylene were refluxed for 4 hours in an apparatus equipped with a water separator. The mixture was cooled, and the residue was then filtered off under suction and recrystallized from toluene. 20.3 parts by weight of N-cyclohexyl-N'-(3-methoxycarbonyl-2,5-dihydrothien-4-yl)-urea of melting point 154°-155° C. were obtained.

Workup

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

Sources & evidence

ORD record
ord-6095da03ae9d46f18dc7d452f0ccd07a
Source dataset
uspto-grants-1984_03
Patent number
US04437878

Reaction notes

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