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

HRID 900123

반응식

HRID 900123 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
140 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-5027b21bf47241a689e990713549e76f
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07358242B2

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