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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363803Generated: November 2, 2026

Dimethyl Sulfoxide → Telmisartan

https://huagongshe.com/reaction/2363803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium HydroxideHCID 14798—
Reactant4-Methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazoleHCID 9796488—
ReactantMethyl 4-(bromomethyl)(1,1'-biphenyl)-2-carboxylateHCID 19595328—
SolventAcetic AcidHCID 176—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductTelmisartanHCID 6599980%

Reaction Conditions

Temperature27.5 °C

Reaction Steps

50 gm of [1H-Benzimidazole-2-n-propyl-4-methyl-6-(1′-methyl benzimidazole-2′-yl)] was added to 200 ml dimethyl sulfoxide and 50 gm of sodium hydroxide. To this was added 60 gm of methyl-4-(bromomethyl)biphenyl-2-carboxylate at ambient temperature. The contents were stirred for 2 hours at 25-30° C. and then heated to 40-50 and maintained for 2 hours. About 500 ml water was added to the reaction mixture and acidified with acetic acid to pH 4.2, extract4ed twice with 250 ml of dichloromethane and the combined extracts were concentrated and isolated by filtration after addition of 300 ml acetone, dried under reduced pressure at 50-60° C. to give 75.0 gm (80%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691999B2
Source datasetuspto-grants-2014_04
ORD IDord-99c70cc063544aa992b7306435a3c593
Source noteuspto-grants-2014_04