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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261056Generated: October 31, 2026

Methyl iodide → N-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide methyl iodide

https://huagongshe.com/reaction/261056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantN-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamideHCID 20395820—
SolventDiethyl EtherHCID 3283—
ProductN-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide methyl iodideHCID 2039585481%

Reaction Steps

To a warm solution of N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide (10 g; 0.023 moles) in diethyl ether (300 ml) a solution of methyl iodide (1.8 ml; 0.033 moles) in diethyl ether (25 ml) was added. The mixture was stirred at room temperature for 1 hour and then heated under reflux for 2 hours. An additional amount of methyl iodide (1 g; 0.0023 moles) was added and the reflux of the mixture was kept up for 3 more hours. The mixture was then evaporated in vacuo and the residue recrystallized from a mixture of diethyl ether-ethanol. N-(1-Cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide methyl iodide (10.5 g), m.p. 209°-211° C., was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04163789
Source datasetuspto-grants-1979_08
ORD IDord-245edea56c724f049ffaff5fe769e982
Source noteuspto-grants-1979_08