Potassium Carbonate → 2-Chloro-1-[2-[4-ethylthio-3-methylpyridyl)-2-oxoethyl]benzimidazole

HRID 414717Notes

Reaction equation

[Cl:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.Br[CH2:12][C:13]([C:15]1[C:20]([CH3:21])=[C:19]([S:22][CH2:23][CH3:24])[CH:18]=[CH:17][N:16]=1)=[O:14].C([O-])([O-])=O.[K+].[K+]>>[Cl:1][C:2]1[N:6]([CH2:12][C:13]([C:15]2[C:20]([CH3:21])=[C:19]([S:22][CH2:23][CH3:24])[CH:18]=[CH:17][N:16]=2)=[O:14])[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 785722-Chlorobenzimidazole

HCID 144215532-Bromoacetyl-4-ethylthio-3-methylpyridine

Product 1

HCID 144215542-Chloro-1-[2-[4-ethylthio-3-methylpyridyl)-2-oxoethyl]benzimidazole

Procedure

2-Chlorobenzimidazole is reacted with 2-bromoacetyl-4-ethylthio-3-methylpyridine in the presence of K2CO3 to give 2-chloro-1-[2-[4-ethylthio-3-methylpyridyl)-2-oxoethyl]benzimidazole. This is reacted with thiourea and treated with NH4OH to give 2-mercapto-1-(2-(2-(4-ethylthio-3-methylpyridyl))-2-oxoethyl)benzimidazole

Sources & evidence

ORD record: ord-7df36b48005c477db4c2d7b60163a2ad
Source dataset: uspto-grants-1988_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04794123

Reaction notes

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