Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171775Generated: November 1, 2026

Toluene → HCID 118023992, compound

https://huagongshe.com/reaction/2171775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178433423HCID 178433423—
SolventDimethylformamideHCID 6228—
ProductHCID 118023992HCID 118023992—

Reaction Conditions

Temperature95 °C

Reaction Steps

To a mixture of 2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidin-7-ol (16.2 g) and toluene (160 mL) were added DMF (10 mL) and phosphorous oxychloride (11 mL), followed by stirring at 95° C. for 30 minutes. The reaction mixture was concentrated under reduced pressure. To the residue was added chloroform, and the mixture was neutralized with a 1 M aqueous NaOH solution in an ice bath and extracted with chloroform. The organic layer was dried over MgSO4 and then concentrated under reduced pressure. The residue was purified by silica gel column (hexane/EtOAc) to obtain 7-chloro-2-(4,4-dimethylcyclohexyl)-5-methyl[1,3]thiazolo[5,4-d]pyrimidine (13.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051339B2
Source datasetuspto-grants-2015_06
ORD IDord-b3cfe392ac8b47c397adb0f1518982ea
Source noteuspto-grants-2015_06