Ammonium Acetate → 4-Oxo-3,4-dihydroquinazoline-8-carboxylic acid

HRID 1842857노트

반응식

HRID 1842857 반응식
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[C:11]([C:12]([OH:14])=[O:13])[C:6]=2[N:5]=[CH:4]O1.C([O-])(=O)C.[NH4+:19]>[NH4+].[OH-].CO>[O:1]=[C:2]1[C:7]2[C:6](=[C:11]([C:12]([OH:14])=[O:13])[CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][NH:19]1

참가 물질

5

반응물 2

HCID 517165Ammonium AcetateHCID 676086644-oxo-4H-3,1-benzoxazine-8-carboxylic acid

생성물 1

HCID 1357422154-Oxo-3,4-dihydroquinazoline-8-carboxylic acid수율 17,529.5%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14923Ammonium Hydroxide용매

반응 조건

온도
80 °C

실험 절차

4-oxo-4H-3,1-benzoxazine-8-carboxylic acid derivative (51.5 g; 251.26 mmol) was dissolved in NH4OH (360.0 ml; 6.98 V; 28% solution). Ammonium acetate (77.5 g; 1.005 mmol) was added, and the reaction mixture was heated at 80° C. for 2 h. The reaction mixture was cooled to room temperature and diluted with MeOH (40 mL) then heated for 72 h at 80° C. in a pressure bottle. The reaction mixture was concentrated on the rotary evaporator then cooled on ice and filtered. The solid was dried under vacuum to provide the desired product (33.5 g, 65% yield).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. temperaturethen heated for 72 h at 80° C. in a pressure bottle
  3. concentrationThe reaction mixture was concentrated on the rotary evaporator
  4. temperaturethen cooled on ice
  5. filtrationfiltered
  6. customThe solid was dried under vacuum

출처 및 근거

ORD 기록
ord-297a8036aeba4de4a5771dbdef9ed81d
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946247B2

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