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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386638Generated: October 31, 2026

2,4-Dichloro-6-methyl-5-nitropyrimidine → HCID 57747345, compound

https://huagongshe.com/reaction/386638

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-6-methyl-5-nitropyrimidineHCID 275294—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant4-Bromo-2,6-dimethylbenzenethiolHCID 57747420—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57747345HCID 57747345—

Reaction Conditions

Temperature-100 °C

Reaction Steps

A solution of LiHMDS in THF (77 mmol) is added to a mixture of 4-bromo-2,6-dimethylbenzenethiol (70 mmol) in THF (100 ml) at −78° C. over 15 minutes and the mixture stirred for an additional 2 hours. The mixture is cooled with liquid nitrogen to around −100° C. and a solution of 2,6-dichloro-4-methyl-5-nitropyrimidine (84 mmol) in THF (50 ml) is added rapidly. The reaction is maintained at around −100° C. for 1 hour and then allowed to warm to room temperature. The mixture is filtered and the isolated solid washed with ethanol. The filtrate may be concentrated and crystallized to obtain additional compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372852B2
Source datasetuspto-grants-2013_02
ORD IDord-91dbab3ffae04b1ebc8a535a746890c7
Source noteuspto-grants-2013_02