Hexane → 2-(chloromethyl)-1H-thieno[3,4-d]imidazole
Reaction equation
[S:1]1[CH:5]=[C:4]([NH2:6])[C:3]([NH2:7])=[CH:2]1.[Cl:8][CH2:9][C:10](OCC)(OCC)OCC.CCCCCC>C(COC)OC>[Cl:8][CH2:9][C:10]1[NH:7][C:3]2=[CH:2][S:1][CH:5]=[C:4]2[N:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 95 °C
Procedure
3,4-Thiophenediamine (0.5 g, Toronto Research Chemicals, Chemical Abstracts # 90069-81-1) and 2-chloro-1,1,1-triethoxyethane (0.9 g) were combined in dimethoxyethane (7 mL) in a sealed tube and heated at 95° C. for one hour. After allowing to cool to room temperature and stirring for 24 hours, the mixture was treated with hexane (10 mL) and filtered. The filter cake was dried under reduced pressure to provide the title compound. MS (DCI/NH3) m/z 173 (M+H)+.
Workup
- temperatureto cool to room temperature
- filtrationfiltered
- customThe filter cake was dried under reduced pressure
Sources & evidence
- ORD record
- ord-f00ae53982f64b8bb9e38a03c8ee3a72
- Source dataset
- uspto-grants-2007_06
- Patent number
- US07235661B2
Reaction notes
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