Thiourea → 2-[2-(3-Nitrophenyl)cyclohex-1-enylmethyl]isothiourea hydrochloride

HRID 1842185Notes

Reaction equation

HRID 1842185 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[Cl:5][CH2:6][C:7]1[CH2:12][CH2:11][CH2:10][CH2:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-:21])=[O:20])[CH:14]=1>C(O)C>[ClH:5].[N+:19]([C:15]1[CH:14]=[C:13]([C:8]2[CH2:9][CH2:10][CH2:11][CH2:12][C:7]=2[CH2:6][S:3][C:2](=[NH:4])[NH2:1])[CH:18]=[CH:17][CH:16]=1)([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 578277541-(2-Chloromethylcyclohex-1-enyl)-3-nitrobenzene

Product 1

HCID 672787672-[2-(3-Nitrophenyl)cyclohex-1-enylmethyl]isothiourea hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Thiourea (495 mg) was added to a solution of 1-(2-chloromethylcyclohex-1-enyl)-3-nitrobenzene obtained in Preparation Example 4-(3) (1.56 g) in ethanol (71.6 mL), and the mixture was stirred with heating under reflux for four hours. The reaction solution was cooled to room temperature and then the solvent was evaporated under reduced pressure. The residual solid was washed with ether to obtain the title compound (2.04 g).

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for four hours
  3. customthe solvent was evaporated under reduced pressure
  4. washThe residual solid was washed with ether

Sources & evidence

ORD record
ord-41e4d055626446fa95d3d16eed305a07
Source dataset
uspto-grants-2015_02
Patent number
US08946210B2

Reaction notes

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