O-Phenylenediamine → 2H-1,5-Benzodiazepin-2-one, 4-ethoxy-1,3-dihydro-

HRID 900123

反応式

HRID 900123 の反応式
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[CH2:9]([O:11][C:12](=O)[CH:13]=[C:14](OCC)[O:15]CC)[CH3:10]>C(O)(=O)C>[CH2:9]([O:11][C:12]1[CH2:13][C:14](=[O:15])[NH:8][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=2[N:7]=1)[CH3:10]

参加物

4

反応物 2

HCID 7243O-PhenylenediamineHCID 1693882-Propenoic acid, 3,3-diethoxy-, ethyl ester

生成物 1

HCID 589579152H-1,5-Benzodiazepin-2-one, 4-ethoxy-1,3-dihydro-収率 56.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
140 °C

実験手順

To a solution phenylenediamine (17.2 g, 159.2 mmol) and acetic acid (0.4 mL) in xylenes (225 mL) at 140° C. was added 3,3-diethoxyacrylic acid ethyl ester (30.0 g, 159.2 mmol) in xylenes (80 mL) dropwise over 50 minutes. The reaction was heated at 140° C. for 2 hours, was cooled to room temperature, and was stirred for 24 h. The resulting white precipitate was filtered, was washed with ether (100 mL), and was dried under vacuum to provide 18.37 g of 4-ethoxy-1,3-dihydro-benzo[b][1,4]diazepin-2-one as a white fluffy solid. MS 205 (M+1).

後処理

  1. temperaturewas cooled to room temperature
  2. filtrationThe resulting white precipitate was filtered
  3. washwas washed with ether (100 mL)
  4. customwas dried under vacuum

出典と根拠

ORDレコード
ord-5027b21bf47241a689e990713549e76f
出典データセット
uspto-grants-2008_04
特許番号
US07358242B2

関連ノート

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