Potassium Carbonate → HCID 14461512, compound

HRID 1904756Notes

Reaction equation

HRID 1904756 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:18][C:19]1[N:20]=[CH:21][CH:22]=[C:23]2[C:27]([CH3:28])=[CH:26][S:25][C:24]=12>CN(C=O)C>[CH3:28][C:27]1[C:23]2[C:24](=[C:19]([CH2:18][S:1][C:2]3[NH:3][C:4]4[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=4[N:6]=3)[N:20]=[CH:21][CH:22]=2)[S:25][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 14461477HCID 14461477, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 14461512HCID 14461512, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a suspension of 1.82 g of 2-mercaptobenzimidazole and 6.7 g of K2CO3 in 35 ml of DMF was added 2.4 g of 7-chloromethyl-3-methylthieno[2, 3-c]pyridine, and the mixture was stirred for 2 hr. DMF was evaporated under reduced pressure, and CHCl3 was added to the residue for extraction. The CHCl3 layer was washed with water and dried. Then, CHCl3 was removed by evaporation, and ether was added to he residue, whereby 3.41 g (Yield : 90.5%) of the objective product (Ia-11), 2-[(3-methylthieno[2, 3-c]pyridin-7-yl)methylthio]benzimidazole was obtained as crystals.

Workup

  1. customDMF was evaporated under reduced pressure, and CHCl3
  2. additionwas added to the residue for extraction
  3. washThe CHCl3 layer was washed with water
  4. customdried
  5. customThen, CHCl3 was removed by evaporation, and ether
  6. additionwas added to he residue, whereby 3.41 g (Yield : 90.5%) of the objective product (Ia-11)

Sources & evidence

ORD record
ord-5540a3d91c0b4bfc98853dff161a84df
Source dataset
uspto-grants-1989_06
Patent number
US04839365

Reaction notes

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