Ammonium formate → 7-methyl-3H,4H-thieno[3,2-d]pyrimidin-4-one
Reaction equation
C([O-])=O.[NH4+:4].C[O:6][C:7]([C:9]1[S:10][CH:11]=[C:12]([CH3:17])[C:13]=1[NH:14][CH:15]=O)=O>C(N)=O>[CH3:17][C:12]1[C:13]2[N:14]=[CH:15][NH:4][C:7](=[O:6])[C:9]=2[S:10][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
To a solution of ammonium formate (5.1 g, 81 mmol) in formamide (25 mL) at 150° C. was added 3-(formylamino)-4-methyl-2-thiophenecarboxylic acid methyl ester (2, 5.0 g, 25 mmol) as a solid in small portions. The resulting solution was heated at 150° C. for 5 hours and then allowed to stand at room temperature for 12 hours. The precipitate that formed was collected by vacuum filtration to give 7-methyl-3H-thieno[3,2-d]pyrimid-4-one (3.4 g, 84% yield) as white needles.
Workup
- customThe precipitate that formed
- filtrationwas collected by vacuum filtration
Sources & evidence
- ORD record
- ord-24cbb1b966f74222aabad223901ca125
- Source dataset
- uspto-grants-2003_01
- Patent number
- US06503914B1
Reaction notes
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