Hexane → 2-(chloromethyl)-1H-thieno[3,4-d]imidazole

HRID 1768382Notes

Reaction equation

HRID 1768382 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]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 3059222-Chloro-1,1,1-triethoxyethaneHCID 643216Thiophene-3,4-diamine

Product 1

HCID 220659962-(chloromethyl)-1H-thieno[3,4-d]imidazole

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

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

  1. temperatureto cool to room temperature
  2. filtrationfiltered
  3. 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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