Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate

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Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate Basic information
Product Name:Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate
Synonyms:Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate;Thieno[3,2-d]pyrimidine-2-carboxylic acid, 3,4-dihydro-4-oxo-, ethyl ester;ethyl 4-oxo-4aH-thieno[3,2-d]pyrimidine-2-carboxylate;4-oxy-3,4-dihydrothiophenebenzo[3,2-d]pyrimidine-2-carboxylic acidethyl ester
CAS:319442-19-8
MF:C9H8N2O3S
MW:224.24
EINECS:
Product Categories:
Mol File:319442-19-8.mol
Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate Structure
Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate Chemical Properties
storage temp. 2-8°C(protect from light)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate Usage And Synthesis
Synthesis
Methyl 3-amino-2-thiophenecarboxylate

22288-78-4

Ethyl cyanoformate

623-49-4

Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate

319442-19-8

Step A: Methyl 3-amino-2-thiophenecarboxylate (3.0 g, 19 mmol) was dissolved in acetic acid (24 mL), followed by the sequential addition of concentrated hydrochloric acid (2.4 mL) and ethyl cyanoformate (3.78 g, 38 mmol). The resulting inhomogeneous mixture was heated and stirred at 70 °C for 3 h. After completion of the reaction, it was cooled to room temperature. The solid generated in the reaction was collected by filtration and washed with deionized water. The filtrate was adjusted to a pH of about 5 with 1N NaOH solution, at which point a solid precipitated, and the precipitate was collected by filtration and again washed with deionized water. The two collected solids were combined and dried overnight in a vacuum drying oven to give the final ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyrimidine-2-carboxylate (2.69 g, 63% yield).

References[1] Patent: WO2012/30894, 2012, A1. Location in patent: Page/Page column 89-90
Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate Preparation Products And Raw materials
Raw materialsMethyl 3-amino-2-thiophenecarboxylate-->Ethyl cyanoformate-->Hydrochloric acid-->Acetic acid
Tag:Ethyl 4-oxo-3,4-dihydrothieno[3,2-d]pyriMidine-2-carboxylate(319442-19-8) Related Product Information
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