Thionyl Chloride → 2-Amino-6-chloromethylbenzoxazole hydrochloride
Reaction equation
[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[C:9]([CH2:11]O)[CH:8]=[CH:7][C:5]=2[N:6]=1.S(Cl)([Cl:15])=O>ClCCl>[ClH:15].[NH2:1][C:2]1[O:3][C:4]2[CH:10]=[C:9]([CH2:11][Cl:15])[CH:8]=[CH:7][C:5]=2[N:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The mixture of 2-amino-6-hydroxymethylbenzoxazole (0.5 g) and thionyl chloride (0.66 ml) in dichloromethane (5 ml) was stirred for 4.5 hours under ice-cooling. The isolated precipitate was collected by filtration, washed with diethyl ether and dried to give 2-amino-6-chloromethylbenzoxazole hydrochloride (0.57 g).
Workup
- temperaturecooling
- filtrationThe isolated precipitate was collected by filtration
- washwashed with diethyl ether
- customdried
Sources & evidence
- ORD record
- ord-56559d7f53d3494babf2fd2daed10da6
- Source dataset
- uspto-grants-1991_09
- Patent number
- US05047411
Reaction notes
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