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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131567Generated: October 26, 2026

2-(Methylthio)benzothiazole → Methyl 1,2,3,4-tetrahydro-3-methyl-1-(isobutyl)-2,4-dioxo-6-[2-thioxo-3(2H)-benzothiazolylmethyl]thieno[2,3-d]pyrimidine-5-carboxylate

https://huagongshe.com/reaction/131567

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Methylthio)benzothiazoleHCID 11989—
ReactantMethyl 6-bromomethyl-1-isobutyl-3-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-5-carboxylateHCID 16102871—
SolventDiglymeHCID 8150—
ProductMethyl 1,2,3,4-tetrahydro-3-methyl-1-(isobutyl)-2,4-dioxo-6-[2-thioxo-3(2H)-benzothiazolylmethyl]thieno[2,3-d]pyrimidine-5-carboxylateHCID 86760683—

Reaction Steps

A solution of the product of example 3 step b) (300 mg) and 2-methylthiobenzothiazole (300 mg) in diglyme (3 ml) was heated by microwave irradiation (600 W) to 160° C. After 30 min the solvent was removed by vacuum distillation and the residue purified by gradient chromatography eluting with a gradient of dichloromethane to 5% methanol in dichloromethane to give the sub-title compound as a white solid (150 mg). δ 1HCDCl3 0.93 (6H,d), 2.22 (1H,non), 3.38 (3H,s), 3.71 (2H,d), 4.00 (3H,s), 4.80 (2H,s), 7.33 (1H,dt), 7.45 (1H,dt), 7.77 (1H,dd), 7.92 (1H,d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384950B2
Source datasetuspto-grants-2008_06
ORD IDord-efc040ef24b14ec9888f5fc15fe4ea95
Source noteuspto-grants-2008_06