4-(4-Trifluoromethylbenzyloxy)-2-chloromethylpyridine → 2-[4-(4-Trifluoromethylbenzyloxy)-2-picolylmercapto]-1H-thieno[3,4-d]imidazole dihydrochloride

HRID 1196624Notes

Reaction equation

HRID 1196624 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[C:5](=[CH:7][S:8][CH:9]=2)[N:6]=1.[F:10][C:11]([F:29])([F:28])[C:12]1[CH:27]=[CH:26][C:15]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][N:21]=[C:20]([CH2:24][Cl:25])[CH:19]=2)=[CH:14][CH:13]=1>C(O)C>[ClH:25].[ClH:25].[F:29][C:11]([F:10])([F:28])[C:12]1[CH:27]=[CH:26][C:15]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][N:21]=[C:20]([CH2:24][S:1][C:2]3[NH:6][C:5]4=[CH:7][S:8][CH:9]=[C:4]4[N:3]=3)[CH:19]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 144259864-(4-Trifluoromethylbenzyloxy)-2-chloromethylpyridineHCID 178527818HCID 178527818, compound

Product 1

HCID 198989772-[4-(4-Trifluoromethylbenzyloxy)-2-picolylmercapto]-1H-thieno[3,4-d]imidazole dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

0.625 g (4 mmol) of 2-mercaptothieno[3,4-d]imidazole are added at 25° C. to 1.35 g (4 mmol) of the title compound from Example 4 in 50 ml of ethanol, and the mixture is stirred at 60° C. for 1.5 hours. The reaction mixture is concentrated in vacuo, and the residue is treated with acetone, filtered off with suction, washed with acetone and dried in vacuo, m.p. 180°-182° C.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. additionthe residue is treated with acetone
  3. filtrationfiltered off with suction
  4. washwashed with acetone
  5. customdried in vacuo, m.p. 180°-182° C.

Sources & evidence

ORD record
ord-b3d8160494eb43e98587a971b3517321
Source dataset
uspto-grants-1992_05
Patent number
US05114955

Reaction notes

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