Formamidine acetate → 5,7-dimethoxyquinazolin-4(3H)-one

HRID 631348노트

반응식

HRID 631348 반응식
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[C:3]=1[C:4](OC)=[O:5].C(O)(=O)C.[CH:20](N)=[NH:21]>COCCO>[CH3:15][O:14][C:8]1[CH:9]=[C:10]([O:12][CH3:13])[CH:11]=[C:2]2[C:3]=1[C:4](=[O:5])[NH:21][CH:20]=[N:1]2

참가 물질

4

반응물 2

HCID 160693Formamidine acetateHCID 11550253Methyl 2-amino-4,6-dimethoxybenzoate

생성물 1

HCID 1355106675,7-dimethoxyquinazolin-4(3H)-one수율 76.2%

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

반응 조건

온도
130 °C

실험 절차

A mixture of methyl 2-amino-4,6-dimethoxybenzoate (6.46 g, 30.6 mmol), formamidine acetate (15.92 g, 153 mmol) in 2-methoxyethanol (50 mL) was heated at 130° C. for 4 hours. After the solvent was removed under reduced pressure, the reaction was quenched with water, filtered, washed with water, and dried under vacuum with P2O5 to afford 5,7-dimethoxyquinazolin-4(3H)-one as a solid (4.805 g, 76%). 1H NMR (300 MHz, DMSO-d6) δ 11.7 (br, 1H), 7.98 (s, 1H), 6.72 (d, 1H), 6.60 (d, 1H), 3.92 (s, 3H), 3.88 (s, 3H); LC-MS (ESI) m/z 207 (M+H)+.

후처리

  1. customAfter the solvent was removed under reduced pressure
  2. customthe reaction was quenched with water
  3. filtrationfiltered
  4. washwashed with water
  5. dry with materialdried under vacuum with P2O5

출처 및 근거

ORD 기록
ord-48114d9cfac141f69b4c770434472239
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09320739B2

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