Carbon Disulfide → HCID 178480415, compound

HRID 348513Notes

Reaction equation

HRID 348513 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[NH2:19])=[CH:3]1.[C:20](=S)=[S:21]>N1C=CC=CC=1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][N:12]2[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[N:19]=[C:20]2[SH:21])=[CH:3]1

Participants

4

Reactant 2

HCID 6348Carbon DisulfideHCID 17810717HCID 17810717, compound

Product 1

HCID 178480415HCID 178480415, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

212 mg (0.845 mmol) of ((1-methylindole-3-yl)methyl)(2-aminophenyl)amine were dissolved in 1 ml of pyridine followed by the addition of 1 ml (16.9 mmol) of carbon disulfide and refluxing for 1 hour in a nitrogen atmosphere. The solvent was distilled off followed by purification by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 96 mg of 1-((1-methylindole-3-yl)methyl)benzimidazole-2-thiol (yield: 39%).

Workup

  1. temperaturerefluxing for 1 hour in a nitrogen atmosphere
  2. distillationThe solvent was distilled off
  3. customfollowed by purification by silica gel column chromatography (hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-5a83222d22ef4dc18e9b5c4796adec7f
Source dataset
uspto-grants-2007_02
Patent number
US07176320B2

Reaction notes

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