Methanol → 2-(4,5-dihydro-1H-imidazol-2-yl)benzenethiol
Reaction equation
[CH2:1]([NH2:4])[CH2:2][NH2:3].[C:5](O)(=O)[C:6]1[C:7](=[CH:9][CH:10]=[CH:11][CH:12]=1)[SH:8].CO>ClC1C=CC=CC=1Cl>[NH:3]1[CH2:2][CH2:1][N:4]=[C:5]1[C:6]1[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=1[SH:8]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
21.6 mL (0.323 mol) of ethylenediamine was added to a suspension of 20.0 g (0.112 mol) of thiosalicylic acid in 200 mL of 1,2-dichlorobenzene, and refluxed under nitrogen for 4 h then cooled to ca. 60° C. and 50 mL of methanol was added. The solution was allowed to stand at 22° C. overnight and the resulting yellow crystalline solid was collected and washed with ether to give 10.6 g of pure product.
Workup
- temperaturerefluxed under nitrogen for 4 h
- customthe resulting yellow crystalline solid was collected
- washwashed with ether
Sources & evidence
- ORD record
- ord-dbb7e381ac654b38adae5f4e9dd34979
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07375125B2
Reaction notes
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