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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 579464Generated: October 25, 2026

Hexamethylenetetramine → HCID 178473165, compound

https://huagongshe.com/reaction/579464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylenetetramineHCID 4101—
ReactantTrifluoroacetic acidHCID 6422—
Reactantethyl [(5-methoxy-1H-benzimidazol-2-yl)sulfanyl]acetateHCID 871011—
SolventWaterHCID 962—
ProductHCID 178473165HCID 1784731659%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of (6-methoxy-1H-benzoimidazol-2-ylsulfanyl)-acetic acid ethyl ester (14.70 g, 55.26 mmol), hexamethylenetetramine (15.47 g, 100.53 mmol) and trifluoroacetic acid (61 mL) was stirred under argon atmosphere at 120° C. for 1 h. The solution was cooled to room temperature and water (950 mL) was added. This aqueous mixture was extracted with EtOAc (3×200 mL). The combined organic layers were dried over Na2SO4 and evaporated. The title compound (1.432 g, 4.87 mmol, 9%) was obtained by column chromatography in 2 consecutive steps followed by trituration with diethyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040714B2
Source datasetuspto-grants-2015_05
ORD IDord-3dc7851c94b440f5835bac2656dbe5df
Source noteuspto-grants-2015_05