Formamide → 7-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-one

HRID 1750873Notes

Reaction equation

HRID 1750873 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[C:8]([CH3:11])[C:9]=1[NH2:10])=O.[CH:12]([NH2:14])=O>>[CH3:11][C:8]1[C:9]2[N:10]=[CH:12][NH:14][C:3](=[O:2])[C:5]=2[S:6][CH:7]=1

Participants

3

Reactant 2

HCID 713FormamideHCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

Product 1

HCID 1354396367-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-oneYield 91%

Conditions

Temperature
200 °C

Procedure

3-amino-4-methyl-thiophene-2-carboxylic acid methyl ester (10.2 g, 59.6 mmol) was dissolved in formamide (25 mL), followed by refluxing for 24 hours at 200° C. The reaction solution was slowly cooled to room temperature. The resulting solid was filtered, washed with diethyl ether, and dried to obtain the title compound (9 g, 91%).

Workup

  1. temperatureThe reaction solution was slowly cooled to room temperature
  2. filtrationThe resulting solid was filtered
  3. washwashed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-d7089e90fe7046de9624ad9202ea5eb5
Source dataset
uspto-grants-2015_10
Patent number
US09156852B2

Reaction notes

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