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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433341Generated: October 29, 2026

Guanidine Hydrochloride → N-carbamimidoylbenzamide

https://huagongshe.com/reaction/433341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuanidine HydrochlorideHCID 5742—
ReactantBenzoyl chlorideHCID 7412—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductN-carbamimidoylbenzamideHCID 178513056—

Reaction Conditions

Temperature20 °C

Reaction Steps

A four neck flask (3 liters) equipped with a thermometer and a stirrer was charged with 573.2 g (6.0 mole) of guanidine hydrochloride and 1.5 liter of methanol and cooled to 20° C. Slowly dropwise added thereto was 324.1 g (6.0 mole) of sodium methoxide crystal at 20° C. or lower and stirred for 3 hours. Deposited crystals were filtered off. The mother liquor was charged to the four neck flask (3 liters) equipped with the above devices, and 337.4 g (2.4 mole) of benzoyl chloride was slowly dropwise added at 15° C. or lower and stirred for 12 hours. Deposited crystals were filtered off, and the mother liquor was concentrated under reduced pressure to obtain white crystals. The resulting crystals were sufficiently washed with 3 liters of deionized water and dried under reduced pressure, whereby the intended compound (white crystals) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667356B2
Source datasetuspto-grants-2003_12
ORD IDord-abb53206dc4b4900bc7cccddeda03449
Source noteuspto-grants-2003_12