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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 596480Generated: October 30, 2026

Formamide → 3-Methyl-5,6,7,8-tetrahydroquinoline-8-carboxamide

https://huagongshe.com/reaction/596480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 3-methyl-5,6,7,8-tetrahydroquinoline-8-carboxylateHCID 12278960—
SolventHydrochloric AcidHCID 313—
Product3-Methyl-5,6,7,8-tetrahydroquinoline-8-carboxamideHCID 1227822790%

Reaction Steps

A mixture of methyl-3-methyl-5,6,7,8-tetrahydroquinoline-8-carboxylate (25 g. 0.13 m), formamide (11.6 g., 0.26 m) and sodium methoxide (from 2.99 g., 0.13 m sodium) was heated on a steam bath for 1 hour while bubbling nitrogen through the mixture, to blow off the methyl formate produced in the reaction. The cooled reaction mixture was diluted with 2N HCl and worked up as described in Example 21 to give the title compound in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04011225
Source datasetuspto-grants-1977_03
ORD IDord-f84e9dc5b07a4d198dd585908e39975f
Source noteuspto-grants-1977_03