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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375346Generated: October 31, 2026

Dimethylformamide → HCID 59854770, compound

https://huagongshe.com/reaction/2375346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantChloro-N,N-dimethylformiminium chlorideHCID 77311—
ReactantHCID 59854727HCID 59854727—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
SolventSodium AcetateHCID 517045—
ProductHCID 59854770HCID 59854770—

Reaction Steps

POCl3 (3.5 ml) was added slowly to a cold, dry DMF (2.3 ml). 3-Benzyl-2-(3,4,5-trimethoxyphenyl)-6,7-dihydro-3H,5H-benzo[4,5]thieno[2,3-d]pyrimidine-4,8-dione (compound No. 2) (0.5 g, 1.1 mmol) in 1,2-dichloroethane was added slowly to the Vilsmeier reagent and stirred at room temperature for three hours after which the reaction mixture was refluxed for 15 minutes. After stirring overnight at room temperature the reaction mixture was diluted with dichloromethane and neutralized with NaOAc-solution (12 g/l 00 ml). The product was extracted with dichloromethane (3×30 ml). Organic phase was washed with water and dried. The crude product was purified by flash chromatography. The yield was 0.45 g (82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465739B2
Source datasetuspto-grants-2008_12
ORD IDord-5b53aab33c9542a4a7f8eab8f6b724ee
Source noteuspto-grants-2008_12