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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1379707Generated: October 30, 2026

N-bromobutanimide → Methyl 3-bromomethylthien-2-ylglyoxylate

https://huagongshe.com/reaction/1379707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 2-(3-methylthiophen-2-yl)-2-oxoacetateHCID 21843477—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
ProductMethyl 3-bromomethylthien-2-ylglyoxylateHCID 2184346452.1%

Reaction Steps

A solution of 135.7 g (0.73 mol) of methyl 3-methylthien-2-ylglyoxylate, 131.2 g (0.73 mol) of N-bromosuccinimide and 1.35 g of azobisisobutyronitrile in 1000 ml of carbon tetrachloride is refluxed for 3 hours. Thereafter, the mixture is filtered and the filtrate is evaporated down. The residue is taken up in diethyl ether and the solution is washed with water, dried and evaporated down. 166.4 g of crude product are obtained, which is recrystallized from methanol. 100 g of the abovementioned compound are obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05672616
Source datasetuspto-grants-1997_09
ORD IDord-2a03aff6333a4630a48498016ef2e11d
Source noteuspto-grants-1997_09