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Pyridine → 3-(4-Oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate

HRID 1406880
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HRID 1406880 반응식
[OH:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:17][C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[C:25](OC(=O)C)(=[O:27])[CH3:26]>>[C:25]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[NH:17][C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[CH:3]=1)(=[O:27])[CH3:26]
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참가 물질

4

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 1355672462-(3-hydroxyphenyl)quinazolin-4(3H)-one

생성물 1

HCID 1357964653-(4-Oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate

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온도
105 °C

실험 절차

To 2-(3-hydroxyphenyl)quinazolin-4(3H)-one (11.0 g, 45.98 mmole) was added pyridine (16.06 mL, 15.71 g, 0.199 mmole) followed by addition of acetic anhydride (145 mL) and the reaction mixture was heated to 105° C. and stirred for 3.5 h. The reaction mixture was cooled to ambient temperature and then poured onto ice-water (800 mL) and stirred for 2 h. The solid was then filtered and washed with water, ethanol, ether and finally hexane and dried for several hours under high vacuum to give 3-(4-oxo-3,4-dihydroquinazolin-2-yl)phenyl acetate. (8.4 g, mmol, 65%).

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. additionpoured onto ice-water (800 mL)
  3. stirringstirred for 2 h
  4. filtrationThe solid was then filtered
  5. washwashed with water, ethanol, ether and finally hexane
  6. customdried for several hours under high vacuum

출처 및 근거

ORD 기록
ord-330b755b029644c68fcd841d28951f53
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08916576B2

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