Dimethylacetamide → 2-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole hydrochloride

HRID 1444740Notes

Reaction equation

HRID 1444740 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[CH:7]=[CH:6][N:5]=1.CN(C)C(=O)C.[SH:23][C:24]1[NH:25][C:26]2[CH:32]=[CH:31][CH:30]=[CH:29][C:27]=2[N:28]=1>CC(C)=O>[ClH:2].[CH3:10][C:9]1[C:4]([CH2:3][S:23][C:24]2[NH:28][C:27]3[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=3[N:25]=2)=[N:5][CH:6]=[CH:7][C:8]=1[O:11][CH2:12][C:13]([F:16])([F:15])[F:14]

Participants

5

Reactant 3

HCID 31374DimethylacetamideHCID 162176472-(Chloromethyl)-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochlorideHCID 178527775HCID 178527775, compound

Product 1

HCID 671196732-[[[3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]thio]-1H-benzimidazole hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

12.71 g (0.0459 mole) of 2-chloromethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride were suspended in 322 ml of acetone in the presence of 2.52 ml N,N-dimethylacetamide. Then 7.24 g (0.0597 mole) of 2-mercaptobenzimidazole were added. The mixture was heated to reflux and stirred for 5 hours. After cooling to room temperature, the resulting suspension was filtered to obtain the wet product.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. filtrationthe resulting suspension was filtered
  4. customto obtain the wet product

Sources & evidence

ORD record
ord-11f70e3543b440178c28d5d3a0ce0e96
Source dataset
uspto-grants-2010_02
Patent number
US07662968B2

Reaction notes

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