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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555291Generated: October 30, 2026

Sodium Bicarbonate → 1-(2-chloroethyl)-1H-benzimidazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/555291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant3-Amino-4-(2-chloroethylamino)-benzoic acid methyl esterHCID 66987495—
SolventFormic AcidHCID 284—
Product1-(2-chloroethyl)-1H-benzimidazole-5-carboxylic acid methyl esterHCID 6698739286%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 3-amino-4-(2-chloroethylamino)-benzoic acid methyl ester (11.0 g, 0.0482 mol) was added HCO2H (30 mL) and heated at 100° C. for 1 h. The reaction was cooled to ambient temperature and diluted with ice water (100 mL). The pH of the reaction mixture was adjusted to 7 with NaHCO3 and the solid precipitated was filtered, washed with water and dried under vacuum to get a pale green solid (9.9 g, 86%) of 1-(2-chloroethyl)-1H-benzimidazole-5-carboxylic acid methyl ester. MS-ESI m/z 239 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053431B2
Source datasetuspto-grants-2011_11
ORD IDord-412370c3c221467aa360239cd79ca6cd
Source noteuspto-grants-2011_11