Benzoyl Peroxide → 7-(Bromomethyl)-4-chloroquinazoline

HRID 1432845

반응식

HRID 1432845 반응식
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([CH3:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([Cl:1])=[N:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 219420144-Chloro-7-methylquinazoline

생성물 1

HCID 219419157-(Bromomethyl)-4-chloroquinazoline수율 51.3%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

To a solution of 4-chloro-7-methylquinazoline (7.0 g, 39 mmol) in carbon tetrachloride (140 mL) is added N-bromosuccinimide (8.0 g, 45 mmol), and benzoyl peroxide (0.8 g, 3.3 mmol). The solution is refluxed for 8 hours. After this time, the solution is filtered. The filtrate is concentrated and the residue is stirred with ether to give the title compound as an off-white solid (5.1 g, 20 mmol). 1H NMR (CDCl3, 300 MHz) δ9.10 (s, 1H), 8.30 (d, 1H), 8.10 (s, 1H), 7.82 (d, 1H), 4.68 (s, 2H). MS (EI): m/z 237 (M+).

후처리

  1. temperatureThe solution is refluxed for 8 hours
  2. filtrationAfter this time, the solution is filtered
  3. concentrationThe filtrate is concentrated

출처 및 근거

ORD 기록
ord-ecba328e10894d9d9ddf44e8c5e719df
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612075B2

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