반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([O:18][CH3:19])=[C:12]([OH:20])[CH:11]=2)=[CH:4][N:3]=1.[C:21](O)(=[O:25])/[CH:22]=[CH:23]/[CH3:24].[OH-].[NH4+]>>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[C:11]3[C:21](=[O:25])[CH2:22][CH:23]([CH3:24])[O:20][C:12]=3[C:13]([O:18][CH3:19])=[C:14]([O:16][CH3:17])[CH:15]=2)=[CH:4][N:3]=1참가 물질
실험 절차
A mixture of 2,4-diamino-5-(3-hydroxy-4,5-dimethoxybenzyl)pyrimidine (2.76 g, 0.01 mole) and crotonic acid (0.87 g, 0.01 mole) in polyphosphoric acid (27 g) was stirred and heated on a steam bath for 4 hr. The reaction mixture was cooled to 50° and poured onto ice (100 g) with stirring. The resulting solution was basified to pH 8.0 with concentrated ammonium hydroxide, giving a suspension which was then extracted with methylene chloride (3×100 mL). The combined extracts were washed with 0.1N sodium hydroxide (2×100 mL), water (100 mL) and then dried over anhydrous magnesium sulfate. Evaporation of solent in vacuo gave the title compound (1.0 g, 29%). This was recrystallised from 95% ethanol to give 2,4-diamino-5-(3,4-dihydro-7,8-dimethoxy-2-methyl-4-oxo-2H-1-benzopyran-5-ylmethyl)pyrimidine as the hemihydrate, mp 128°-132°. Anal. Calcd for C17H20N4O4.1/2H2O: C, 57.78; H, 5.99; N, 15.85. Found: C, 57.79; H, 6.02; N, 15.86.
후처리
- temperatureheated on a steam bath for 4 hr
- temperatureThe reaction mixture was cooled to 50°
- additionpoured onto ice (100 g)
- stirringwith stirring
- customgiving a suspension which
- extractionwas then extracted with methylene chloride (3×100 mL)
- washThe combined extracts were washed with 0.1N sodium hydroxide (2×100 mL), water (100 mL)
- dry with materialdried over anhydrous magnesium sulfate
- customEvaporation of solent in vacuo
출처 및 근거
- ORD 기록
- ord-991fd2a5e38d4a84a08c0fd825d64fa8
- 출처 데이터셋
- uspto-grants-1988_08
- 특허 번호
- US04761475
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