Phosphorus oxychloride → 4-Chloro-2-ethylthieno(3,2-d)pyrimidine

반응식

[CH2:1]([C:3]1[N:4]=[C:5](O)[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=1)[CH3:2].P(Cl)(Cl)([Cl:15])=O>>[Cl:15][C:5]1[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=[C:3]([CH2:1][CH3:2])[N:4]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 178437764HCID 178437764, 화합물

생성물 1

HCID 107031404-Chloro-2-ethylthieno(3,2-d)pyrimidine

실험 절차

2-Ethyl-4-hydroxythieno[3,2-d]pyrimidine (0.6725 g, 0.00373M) was refluxed with phosphorus oxychloride (20 ml) for 2 hours. The reaction mixture was cooled, concentrated under vacuum, the residue dissolved in methylene chloride, poured over ice and water and basified with ammonia. The layers were separated and the aqueous layer extracted with ether. The combined organic extracts were washed with brine, dried (MgSO4) and concentrated under vacuum to obtain the product, 0.65 g, as a tan solid, m.p. 46°-48° C. the structure of which was confirmed by NMR.

후처리

temperatureThe reaction mixture was cooled
concentrationconcentrated under vacuum
dissolutionthe residue dissolved in methylene chloride
additionpoured over ice and water and basified with ammonia
customThe layers were separated
extractionthe aqueous layer extracted with ether
washThe combined organic extracts were washed with brine
dry with materialdried (MgSO4)
concentrationconcentrated under vacuum
customto obtain the product, 0.65 g

출처 및 근거

ORD 기록: ord-86d31da125e64ec195f438167ae30ff0
출처 데이터셋: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04994464

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