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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543160Generated: October 26, 2026

Chloromethyl benzoate → 3-(Dimethylcarbamoyloxy)-1-(phenylcarbonyloxymethyl)pyridinium chloride

https://huagongshe.com/reaction/543160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloromethyl benzoateHCID 79257—
ReactantNorpyridostigmineHCID 98821—
SolventDiethyl EtherHCID 3283—
Product3-(Dimethylcarbamoyloxy)-1-(phenylcarbonyloxymethyl)pyridinium chlorideHCID 1388195485.2%

Reaction Steps

3-Dimethylcarbamoyloxypyridine (4.98 g) and chloromethylbenzoate (5.13 g) were heated to 70° C. with stirring for 4 hrs. The hot reaction mixture was poured into 100 ml of diethyl ether with vigorous stirring. The precipitated solids were filtered off and washed twice with anhydrous diethyl ether (100 ml×2). Recrystallization from acetone gave 8.6 g of 3-(dimethylcarbamoyloxy)-1-(phenylcarbonyloxymethyl)pyridinium chloride as prisms, m.p. 175°-176° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04661502
Source datasetuspto-grants-1987_04
ORD IDord-4fe42735981d4326ac1d16bf7b548e47
Source noteuspto-grants-1987_04