Phosphorus oxychloride → 4-Chloro-5,6,7-trimethoxyquinazoline

HRID 536069노트

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HRID 536069 반응식
[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[C:11]([O:15][CH3:16])[CH:10]=[C:9]2[C:4]=1[C:5](=O)[N:6]=[CH:7][NH:8]2.O=P(Cl)(Cl)[Cl:20]>CN(C=O)C>[Cl:20][C:5]1[C:4]2[C:9](=[CH:10][C:11]([O:15][CH3:16])=[C:12]([O:13][CH3:14])[C:3]=2[O:2][CH3:1])[N:8]=[CH:7][N:6]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178486915HCID 178486915, 화합물

생성물 1

HCID 107534804-Chloro-5,6,7-trimethoxyquinazoline수율 89.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

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온도
100 °C

실험 절차

5,6,7-tris(methyloxy)-4(1H)-quinazolinone (0.8 g, 3.39 mmol) was treated with POCl3 (10 ml, 107 mmol) and one drop of DMF, and stirred at 100° C. for 1 hour before being concentrated. The residue was treated with saturated aqueous NaHCO3 and extracted with CH2Cl2. The organic extracts were dried (sodium sulfate) and concentrated to give 4-chloro-5,6,7-tris(methyloxy)quinazoline (770 mg, 89%) as a tan solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.88 (s, 1 H), 7.37 (s, 1 H), 4.04 (s, 3 H), 3.94 (s, 3 H), 3.91 (s, 3 H). MS (m/z) 255.0 (M+H+).

후처리

  1. concentrationbefore being concentrated
  2. additionThe residue was treated with saturated aqueous NaHCO3
  3. extractionextracted with CH2Cl2
  4. dry with materialThe organic extracts were dried (sodium sulfate)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ebde6946b1484551b1f4e0f92eccc36e
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859571B2

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