Bromochloromethane → 5-Chloromethylthio-1-methyltetrazole
Reaction equation
O.[SH:2][C:3]1[N:7]([CH3:8])[N:6]=[N:5][N:4]=1.[Na].Br[CH2:11][Cl:12]>CC#N>[Cl:12][CH2:11][S:2][C:3]1[N:7]([CH3:8])[N:6]=[N:5][N:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of sodium 5-mercapto-1-methyltetrazole hydrate (1.38 g, 10.0 mmol) in CH3CN (50 mL) was cooled in ice and treated in one portion with bromochloromethane (6.47 g, 50 mmol). The ice-bath was removed and the reaction mixture stirred at R.T. for 18 h. Then the solvent was evaporated and the crude product purified by chromatography on silica gel (eluted with CH2Cl2) to afford 1.27 g (77%) of the title compound, m.p.: 55°-57° C.
Workup
- customThe ice-bath was removed
- customThen the solvent was evaporated
- customthe crude product purified by chromatography on silica gel (eluted with CH2Cl2)
Sources & evidence
- ORD record
- ord-fe4db918087f4216b4a060603599d86d
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05116833
Reaction notes
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