Potassium Carbonate → 5,6-Dimethoxy-2-(5-methoxy-2-nitrophenylthio)-1H-benzimidazole

HRID 1199460Notes

Reaction equation

HRID 1199460 reaction equation
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[CH:11][C:6]2=[N:7][C:8](=[S:10])[N:9]=[C:5]2[CH:4]=1.Cl[C:16]1[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=1[N+:24]([O-:26])=[O:25].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[CH:11][C:6]2[NH:7][C:8]([S:10][C:16]3[CH:21]=[C:20]([O:22][CH3:23])[CH:19]=[CH:18][C:17]=3[N+:24]([O-:26])=[O:25])=[N:9][C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 5937892-Chloro-4-methoxy-1-nitrobenzeneHCID 149735355,6-Dimethoxy benzimidazole-2-thione

Product 1

HCID 198667335,6-Dimethoxy-2-(5-methoxy-2-nitrophenylthio)-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5,6-Dimethoxy benzimidazole-2-thione (4.0 g), 2-chloro-4-methoxy nitrobenzene (3.6 g) and potassium carbonate (2.65 g) were stirred together in dry dimethyl formamide (30 ml) at 95° for 3 days. The cooled mixture was poured onto water (300 ml) and the precipitate collected. The solid was washed with water and dried to leave the sub-title compound as a pale yellow solid, MS 361 bp 207.

Workup

  1. additionThe cooled mixture was poured onto water (300 ml)
  2. customthe precipitate collected
  3. washThe solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-474972a81f87497380aaf001ea0a06c6
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

Loading…