Dimethylformamide → HCID 20037717, compound

HRID 1904752Notes

Reaction equation

HRID 1904752 reaction equation
[Br:1][C:2]1[C:10]2[C:5](=[C:6]([CH2:11]Br)[N:7]=[CH:8][CH:9]=2)[S:4][CH:3]=1.[SH:13][C:14]1[NH:15][C:16]2[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=2[N:18]=1.C([O-])([O-])=O.[K+].[K+].CN(C=O)C>O>[Br:1][C:2]1[C:10]2[C:5](=[C:6]([CH2:11][S:13][C:14]3[NH:15][C:16]4[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=4[N:18]=3)[N:7]=[CH:8][CH:9]=2)[S:4][CH:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 14461476HCID 14461476, compoundHCID 178527775HCID 178527775, compound

Product 1

HCID 20037717HCID 20037717, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 158 mg (0.515 mmol) of 3-bromo-7-bromomethylthieno[2, 3-c]pyridine (i-1), 85 mg (1.1 equivalents) of 2-mercaptobenzimidazole, 284 mg (4 equivalents) of anhydrous K2CO3 and 4 ml of anhydrous DMF was stirred for 1 hr. at room temperature. Water was added to the mixture, and crystals separated out. The crystals collected by filtration were dried, whereby 183 mg (94.5%) of 2-[(3-bromothieno[2, 3-c]pyridin-7-yl)methylthio]benzimidazole (Ia-6) was obtained as an objective compound.

Workup

  1. customat room temperature
  2. customseparated out
  3. filtrationThe crystals collected by filtration
  4. customwere dried

Sources & evidence

ORD record
ord-48ffcafe4e914173a679224e0497a7d0
Source dataset
uspto-grants-1989_06
Patent number
US04839365

Reaction notes

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