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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2226847Generated: November 1, 2026

Aniline → Methyl 3-anilinopyrazine-2-carboxylate

https://huagongshe.com/reaction/2226847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantMethyl 3-bromopyrazine-2-carboxylateHCID 13318551—
SolventWaterHCID 962—
ProductMethyl 3-anilinopyrazine-2-carboxylateHCID 13370930—

Reaction Steps

A mixture of 9.5g. of methyl 2-bromo-3pyrazine carboxylate, 8.2g. of aniline, 0.5g. of ptoluene sulfonic acid and 100 ml. of water was stirred and refluxed for two hours. The reaction mixture was poured on ice, extracted with ethyl acetate, the organic extracts were dried and concentrated to yield an oil. The crude residue was eluted on a silica gel column with ethyl acetate-hexane (1:2) yielding the product of this example as a yellow solid, m.p. 72°-75° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05350755
Source datasetuspto-grants-1994_09
ORD IDord-a5566d8c26444af8804393dc8da54fd6
Source noteuspto-grants-1994_09