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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513295Generated: November 4, 2026

Dimethylformamide → 3-{3,5-Dimethyl-4-[6-(5-o-tolyl-[1,3,4]oxadiazol-2-yl)-1H-benzoimidazol-2-yl]-phenyl}-2,2-dimethyl-propionic acid

https://huagongshe.com/reaction/1513295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3,4-Diaminobenzoic acidHCID 69263—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant2-[4-(2-Methoxycarbonyl-2-methyl-propyl)-2,6-dimethyl-phenyl]-3H-benzoimidazole-5-carboxylic acidHCID 66966766—
ReactantMethyl 3-(4-formyl-3,5-dimethylphenyl)-2,2-dimethylpropanoateHCID 86632822—
SolventWaterHCID 962—
Product3-{3,5-Dimethyl-4-[6-(5-o-tolyl-[1,3,4]oxadiazol-2-yl)-1H-benzoimidazol-2-yl]-phenyl}-2,2-dimethyl-propionic acidHCID 25235459—

Reaction Steps

2-[4-(2-Methoxycarbonyl-2-methyl-propyl)-2,6-dimethyl -phenyl]-3H-benzoimidazole-5-carboxylic acid. 7.6 g of 3,4-diaminobenzenoic acid was stirred in 120 ml of DMF at room temperature. It was treated with 12.4 g of 3-(4-formyl-3,5-dimethyl-phenyl)-2,2-dimethyl-propionic acid methyl ester (the intermediate A in Example 1-62) followed by an addition of a slurry of 15 g of Oxone in 60 ml of DMF. The reaction was stirred at room temperature for 3 h and 60 mL of water was added and the pH was adjusted to 6. Additional 150 mL of water was added and the resulting precipitates were collected by filtration. The collected precipitates were washed with water and dried under vacuum to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217065B2
Source datasetuspto-grants-2012_07
ORD IDord-42dacf1cf08b47f9b477799528c38d48
Source noteuspto-grants-2012_07