Hydrochloric Acid → 9-Nitro-2,3-dihydro-4,1-benzoxazepin-5(1H)-one

HRID 1698538노트

반응식

HRID 1698538 반응식
OC[CH2:3][NH:4][C:5]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8].Cl>C1COCC1.O>[N+:15]([C:14]1[C:5]2[NH:4][CH2:3][CH2:10][O:9][C:7](=[O:8])[C:6]=2[CH:11]=[CH:12][CH:13]=1)([O-:17])=[O:16]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 11253443Methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate

생성물 1

HCID 672730729-Nitro-2,3-dihydro-4,1-benzoxazepin-5(1H)-one수율 60.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 2.00 g (8.32 mmol) of methyl 2-[(2-hydroxyethyl)amino]-3-nitrobenzoate in 150 mL of THF was added dropwise 6N HCl (100 mL) at 0° C. and the mixture was stirred for 30 min. The reaction mixture was refluxed for 16 h. After being cooled to room temperature, the mixture was diluted with water (150 ml), and concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with aqueous sodium hydrogen sulfate and water. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo to give 1.03 g (5.00 mmol, 60%) of the title compound.

후처리

  1. temperatureThe reaction mixture was refluxed for 16 h
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with aqueous sodium hydrogen sulfate and water
  5. dry with materialThe organics was dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-248eea2a4158459ea010d7061f96103c
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163935B2

반응 노트

불러오는 중…