Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363972Generated: October 30, 2026

Acetone → 6-bromo-2,2-dimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-one

https://huagongshe.com/reaction/2363972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-Amino-5-bromothiophene-2-carboxamideHCID 21975862—
SolventAcetic AcidHCID 176—
Product6-bromo-2,2-dimethyl-2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-oneHCID 6674342590%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-amino-5-bromothiophene-2-carboxamide (0.118 g, 0.530 mmol), acetone (2.0 mL), p-toluenesulfonic acid monohydrate (0.0095 g, 0.050 mmol) and acetic acid (1.0 mL) was stirred for 1 h at 70° C. The mixture was poured into sat. aqueous sodium hydrogen carbonate (100 mL). Extraction with ethyl acetate (70 mL), washing with brine, drying over magnesium sulfate, filtration and concentration at reduced pressure gave the title compound (0.125 g, 90%) as a brown solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691828B2
Source datasetuspto-grants-2014_04
ORD IDord-e1131cb75d134fa2972676206e31f8a2
Source noteuspto-grants-2014_04