Formamide → 3H,4H-thieno[3,2-d]pyrimidin-4-one
반응식
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([O:9]C)=O.[CH:11]([NH2:13])=O>CCO>[N:1]1[C:2]2[CH:6]=[CH:5][S:4][C:3]=2[C:7](=[O:9])[NH:13][CH:11]=1참가 물질
4
반응 조건
- 온도
- 240 °C
실험 절차
A mixture of methyl 3-aminothiophene-2-carboxylate (1 g, 6.3 mmol) and formamide (2 g) is heated at 240° C. for 10 min. Upon cooling a precipitate appeared. It is dissolved in EtOH and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel chromatography eluting with 10% MeOH in CH2Cl2 to yield 3H-thieno[3,2-d]pyrimid-4-one (249 mg, 26%) as a solid. 1H NMR (DMSO) δ 12.61 (1H, brs), 8.20 (1H, s), 8.17 (1H, d, J=5 Hz), 7.42 (1H, d, J=5 Hz).
후처리
- temperatureUpon cooling a precipitate
- filtrationfiltered
- concentrationThe filtrate is concentrated under reduced pressure
- customthe residue is purified by silica gel chromatography
- washeluting with 10% MeOH in CH2Cl2
출처 및 근거
- ORD 기록
- ord-21551590b0f94b3e97926eeaf14e009e
- 출처 데이터셋
- uspto-grants-2004_03
- 특허 번호
- US06713484B2
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