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

HRID 1842857ノート

反応式

HRID 1842857 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14923Ammonium Hydroxide溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-297a8036aeba4de4a5771dbdef9ed81d
出典データセット
uspto-grants-2015_02
特許番号
US08946247B2

反応ノート

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