Phosphorus oxychloride → 4-Chloro-8-iodo-7-methylquinazoline

반응식

P(Cl)(Cl)([Cl:3])=O.[I:6][C:7]1[C:8]([CH3:18])=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][NH:13][C:12]2=O>>[Cl:3][C:12]1[C:11]2[C:16](=[C:7]([I:6])[C:8]([CH3:18])=[CH:9][CH:10]=2)[N:15]=[CH:14][N:13]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 1357422708-Iodo-7-methylquinazolin-4(3H)-one

생성물 1

HCID 584664844-Chloro-8-iodo-7-methylquinazoline수율 92.1%

실험 절차

Phosphorous oxychloride (19.5 mL, 210 mmol) and 8-iodo-7-methylquinazolin-4(3H)-one (2.00 g, 6.99 mmol) were added to a round bottomed flask. The reaction mixture was heated at reflux for 2 h. Upon cooling, excess POCl3 was removed under reduced pressure and the remaining crude product dissolved in DCM (100 mL) and washed with ice-cold water (300 mL) to remove excess acid. The crude residue dissolved in DCM was then dried over anhydrous sodium sulfate and concentrated in vacuo to give 4-chloro-8-iodo-7-methylquinazoline (1.96 g, 92%) as an amorphous brown solid. MS (M+H)+ 305.

후처리

temperatureThe reaction mixture was heated
temperatureat reflux for 2 h
temperatureUpon cooling
customexcess POCl3 was removed under reduced pressure
dissolutionthe remaining crude product dissolved in DCM (100 mL)
washwashed with ice-cold water (300 mL)
customto remove excess acid
dissolutionThe crude residue dissolved in DCM
dry with materialwas then dried over anhydrous sodium sulfate
concentrationconcentrated in vacuo

출처 및 근거

ORD 기록: ord-7e49a33527614665983a269f9f8a6479
출처 데이터셋: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08440674B2

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