Ammonium thiocyanate → HCID 22400378, compound
Reaction equation
Cl.[Cl:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH2:6].[S-:11][C:12]#[N:13].[NH4+]>O>[Cl:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH:6][C:12]([NH2:13])=[S:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-chlorobenzylamine hydrochloride (41 g, 0.23 mol) and ammonium thiocyanate (19.28 g, 0.253 mol) in water (170 mL) was heated on the steam bath for 18 hours. This mixture was concentrated in vacuo, and the residue was taken up in toluene (1 L) and azeotroped with a Dean-Stark head. The residue was triturated with wet diethyl ether to provide 27.6 g (60%) of 1-(2-chlorophenyl)methyl thiourea. The product was recrystallized from ethanol; mp 120°-122° C.
Workup
- concentrationThis mixture was concentrated in vacuo
- customazeotroped with a Dean-Stark head
- customThe residue was triturated with wet diethyl ether
Sources & evidence
- ORD record
- ord-3953e9b7c30c4e5e8fe42d37f310e41c
- Source dataset
- uspto-grants-1996_06
- Patent number
- US05530017
Reaction notes
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