Phosphorus oxychloride → 4-Chloropyrido[2,3-d]pyrimidine

반응식

[N:1]1[C:6]2[N:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:4](=O)[NH:3][CH:2]=1.O=P(Cl)(Cl)[Cl:14]>>[Cl:14][C:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[N:7][C:6]=2[N:1]=[CH:2][N:3]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 1354402774-Hydroxypyrido (2,3-d)pyrimidine

생성물 1

HCID 5690394-Chloropyrido[2,3-d]pyrimidine

실험 절차

A mixture of 17.8 g of Pyrido[2,3-d]pyrimidin4(3H)one and 200 mL of POCl3 was stirred under reflux for one hour. Excess POCl3 was removed under vacuum, and then CH2Cl2, ice, and water were added. A black solid dissolved slowly. The organic layer was then separated, washed with aqueous NaHCO3, and dried over Na2SO4. Solvent was then removed under vacuum to leave a yellow solid, which was recrystallized from toluene/hexane. M.P. 137° dec.

후처리

temperatureunder reflux for one hour
customExcess POCl3 was removed under vacuum
additionCH2Cl2, ice, and water were added
dissolutionA black solid dissolved slowly
customThe organic layer was then separated
washwashed with aqueous NaHCO3
dry with materialdried over Na2SO4
customSolvent was then removed under vacuum
customto leave a yellow solid, which
customwas recrystallized from toluene/hexane

출처 및 근거

ORD 기록: ord-92255a965cad4addb14d89dee2ad5945
출처 데이터셋: uspto-grants-1991_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05034393

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