Methyl 2-chloromethylbenzoate → S-(2-Methoxycarbonylbenzyl)isothiourea.hydrochloride
Reaction equation
[Cl:1][CH2:2][C:3]1[CH:12]=[CH:11][CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].[NH2:13][C:14]([NH2:16])=[S:15]>C(O)C>[CH3:8][O:7][C:5]([C:4]1[CH:9]=[CH:10][CH:11]=[CH:12][C:3]=1[CH2:2][S:15][C:14](=[NH:13])[NH2:16])=[O:6].[ClH:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 196 g of methyl 2-chloromethylbenzoate and 83.7 g of thiourea in 500 ml of ethanol is refluxed for 4 hours. The reaction solution is concentrated under reduced pressure and to the resulting residue is added 300 ml of isopropylalcohol. The precipitated crystals are collected by filtration and dried to give 112.8 g of the title compound.
Workup
- concentrationThe reaction solution is concentrated under reduced pressure and to the resulting residue
- additionis added 300 ml of isopropylalcohol
- filtrationThe precipitated crystals are collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-292e1c87e4da4ab985e86ae03a32c2ab
- Source dataset
- uspto-grants-1990_01
- Patent number
- US04897105
Reaction notes
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