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

HRID 1693153Notes

Reaction equation

HRID 1693153 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-8b8475e8850e47d7ac3a2302afc86c97
Source dataset
uspto-grants-2012_04
Patent number
US08158620B2

Reaction notes

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