3-(DIMETHYLAMINO)-1-PROPANETHIOL → 1-Propanamine, N,N-dimethyl-3-((2-phenyl-5H-(1)benzopyrano(2,3-d)pyrimidin-4-yl)thio)-

HRID 483080노트

반응식

HRID 483080 반응식
[Na].[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][SH:7].Cl[C:10]1[C:11]2[CH2:25][C:24]3[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=3[O:22][C:12]=2[N:13]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:15]=1>C(O)C>[CH3:2][N:3]([CH3:8])[CH2:4][CH2:5][CH2:6][S:7][C:10]1[C:11]2[CH2:25][C:24]3[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=3[O:22][C:12]=2[N:13]=[C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:15]=1

참가 물질

5

반응물 3

HCID 30169983-(DIMETHYLAMINO)-1-PROPANETHIOLHCID 5360545SodiumHCID 86740692HCID 86740692, 화합물

생성물 1

HCID 134909611-Propanamine, N,N-dimethyl-3-((2-phenyl-5H-(1)benzopyrano(2,3-d)pyrimidin-4-yl)thio)-수율 52%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Eight and one tenth (8.1) gram 4-hydroxy-2-phenyl[1]benzopyrano[2,3-d]pyrimidine, 9.0 g phosphoruspentachloride and 36 ml phosphorusoxychloride are heated for two hours under reflux. Excess phosphorusoxychloride is then distilled off under a vacuum and the residue is partitioned to chloroform and water, a pH 6 value being adjusted by the addition of 10% sodium hydroxide. The organic phase is separated and the chloroform removed by distillation in a rotary evaporator. The residue obtained is separated by chromatography using cyclohexane/chloroform 1:1 as an eluting agent. There are obtained 4.0 g 4-chloro-2-phenyl[1]benzopyrano[2,3-d]pyrimidine, mp 168°-170° C. as colorless crystals. Thereafter 0.05 g sodium are dissolved in 10 ml anhydrous ethanol and 0.25 g 3-dimethylamino-1-propane-thiol added to the solution. The mixture obtained is added dropwise to a solution of 0.6 g 4-chloro-2-phenyl[1]benzopyrano[2,3-d]pyrimidine at reflux temperature. The reaction mixture is then kept under reflux for another two hours. After cooling the reaction mixture is filtered and the filtrate is evaporated to dryness and the residue partitioned to chloroform and water. The organic phase is separated off, the chloroform is evaporated and the residue recrystallized from ethanol. There are obtained 0.4 g colorless crystals, mp 93° C.

후처리

  1. customThe mixture obtained
  2. temperatureat reflux temperature
  3. temperatureunder reflux for another two hours
  4. temperatureAfter cooling the reaction mixture
  5. filtrationis filtered
  6. customthe filtrate is evaporated to dryness
  7. customthe residue partitioned to chloroform and water
  8. customThe organic phase is separated off
  9. customthe chloroform is evaporated
  10. customthe residue recrystallized from ethanol

출처 및 근거

ORD 기록
ord-ded157db5cb44ff6ab6ec2211e3dfffb
출처 데이터셋
uspto-grants-1986_03
특허 번호
US04578380

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