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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556406Generated: October 27, 2026

Ammonia → 7-(3,4-Dimethoxyphenyl)-9-methyl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-2,4-dione

https://huagongshe.com/reaction/556406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDiphosgeneHCID 10426—
Reactant3-Amino-6-(3,4-dimethoxyphenyl)-4-methyl-thieno[2,3-b]pyridine-2-carboxamideHCID 57503714—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product7-(3,4-Dimethoxyphenyl)-9-methyl-pyrido[3',2':4,5]thieno[3,2-d]pyrimidine-2,4-dioneHCID 1158873496%

Reaction Steps

3.0 g (8.7 mmol) 3-amino-6-(3,4-dimethoxyphenyl)-4-methyl-thieno[2,3-b]pyridine-2-carboxamide is suspended in 100 ml absolute dioxane. Then, 1.1 ml (8.7 mmol) chloroformic acid trichloromethylester (diphosgene) is added and refluxed for 3 h. Following cooling, the precipitate is sucked off and then suspended in 50 ml water. The suspension is adjusted to pH 8 using concentrated ammonia solution and the precipitate is sucked off, washed with some water, suck dried and in vacuo at 50° C. 3.08 g (96%) 7-(3,4-dimethoxyphenyl)-9-methyl-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine-2,4-dione is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058285B2
Source datasetuspto-grants-2011_11
ORD IDord-85dccb1e3e684613b44186e4fb3f39fa
Source noteuspto-grants-2011_11