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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075173Generated: October 31, 2026

Acetic Anhydride → 4-Methylthio-5-bromo-6-methylpyrimid-2-one

https://huagongshe.com/reaction/1075173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantN-bromobutanimideHCID 67184—
Reactant2-Hydroxy-4-methyl-6-(methylthio)pyrimidineHCID 816946—
ReactantSodium BisulfiteHCID 23665763—
SolventAcetic AcidHCID 176—
Product4-Methylthio-5-bromo-6-methylpyrimid-2-oneHCID 2049428835%

Reaction Steps

4-Methylthio-6-methylpyrimid-2-one (see Wheeler, L. H. and MacFarland, F. D. J. Amer. Chem. Soc. 42 (1909) (43) (0.01 mol) was dissolved in acetic acid (30 ml) containing 2% acetic anhydride and N-bromo-succinimide (0.013 mol) added. The reaction mixture was kept at 55° C. for 40 min. Ice-cold water (150 ml) containing a little sodium bisulphite was added to the cold reaction mixture. The precipitate formed was recrystallised from water; yield 35%, m.p. 244° C. (Found: C, 30.34; H, 2.81. Calc. for C6H7BrN2OS: C, 30.65; H, 3.00).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04395406
Source datasetuspto-grants-1983_07
ORD IDord-20e2583cc65341feaeb3978879c6d5fa
Source noteuspto-grants-1983_07