Cyclopropanecarbonyl chloride → 1-Cyclopropancarboamide 2-(3-methoxycarbonyl-2-thioureido)-benzene

HRID 1414426Notes

Reaction equation

HRID 1414426 reaction equation
[CH:1]1([C:4](Cl)=[O:5])[CH2:3][CH2:2]1.[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([NH:17][C:18]([O:20][CH3:21])=[O:19])=[S:16]>>[CH:1]1([C:4]([NH2:7])=[O:5])[CH2:3][CH2:2]1.[CH3:21][O:20][C:18]([NH:17][C:15](=[S:16])[NH:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:8]=1)=[O:19]

Participants

3

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 3032830Thiophamine

Product 1

HCID 867343571-Cyclopropancarboamide 2-(3-methoxycarbonyl-2-thioureido)-benzene

Procedure

3.5g (0.033 mole) of cyclopropylcarbonylchloride were added slowly to 5.6g (0.025 mole) of 1-(2-aminophenyl)-3-methoxycarbonyl-2-thiourea in 30ml of tonuene at room temperature under agitation and the mixture was kept on reflux condition for an hour. The reaction mixture was cooled to room temperature and filtered with suction. The recovered colorless crystals were washed with water and dried. Then, by recrystallization of the crystals from the mixture of methanol and acetone, 4.2g of the crystals having the decomposition point of 191° - 192° C. were obtained.

Workup

  1. temperatureon reflux condition for an hour
  2. filtrationfiltered with suction
  3. washThe recovered colorless crystals were washed with water
  4. customdried
  5. customThen, by recrystallization of the crystals
  6. additionfrom the mixture of methanol and acetone, 4.2g of the crystals
  7. customwere obtained

Sources & evidence

ORD record
ord-c2aa1ff2a0a944efb1c6d5a1d0e8fe14
Source dataset
uspto-grants-1977_01
Patent number
US04001297

Reaction notes

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