Water → 2-[2-(1-Azetidinyl)ethyl]-7-chloro-2,3-dihydro-4,8-dimethylpyrido[3,2-f]-1,4-oxazepin-5(4H)-one oxalate

HRID 247349노트

반응식

HRID 247349 반응식
[Cl:1][C:2]1[C:12]([CH3:13])=[N:11][C:10]2[O:9][CH:8]([CH2:14][CH2:15]Cl)[CH2:7][N:6]([CH3:17])[C:5](=[O:18])[C:4]=2[CH:3]=1.[C:19](=[O:22])([O-:21])[O-].[Na+].[Na+].[NH:25]1[CH2:28][CH2:27][CH2:26]1.[OH2:29]>CS(C)=O>[C:5]([OH:18])(=[O:29])[C:19]([OH:21])=[O:22].[N:25]1([CH2:15][CH2:14][CH:8]2[CH2:7][N:6]([CH3:17])[C:5](=[O:18])[C:4]3[CH:3]=[C:2]([Cl:1])[C:12]([CH3:13])=[N:11][C:10]=3[O:9]2)[CH2:28][CH2:27][CH2:26]1

참가 물질

6

반응물 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 10422AzetidineHCID 143915077-Chloro-2-(2-chloroethyl)-2,3-dihydro-4,8-dimethylpyrido[3,2-f]-1,4-oxazepin-5(4H)-one

생성물 1

HCID 212725992-[2-(1-Azetidinyl)ethyl]-7-chloro-2,3-dihydro-4,8-dimethylpyrido[3,2-f]-1,4-oxazepin-5(4H)-one oxalate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 5.0 g (0.017 mole) of 7-chloro-2-(2-chloroethyl)-2,3-dihydro-4,8-dimethylpyrido[3,2-f]-1,4-oxazepin-5(4H)-one in 20 ml of dimethyl sulfoxide was added ~7 g of sodium carbonate (crushed) and 2.46 g (0.043 mole) of azetidine. The reaction mixture was stirred for 2 days at room temperature and poured into 200 ml of water. The aqueous mixture was extracted with 3×100 ml of benzene. The combined benzene extracts were washed with 2×100 ml of water, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue was treated with oxalic acid in isopropyl alcohol which gave 5 g (73%) of white analytically pure crystals, m.p. 191°-92° C.

후처리

  1. extractionThe aqueous mixture was extracted with 3×100 ml of benzene
  2. washThe combined benzene extracts were washed with 2×100 ml of water
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by rotary evaporation
  6. additionThe residue was treated with oxalic acid in isopropyl alcohol which
  7. customgave 5 g (73%) of white analytically pure crystals, m.p. 191°-92° C.

출처 및 근거

ORD 기록
ord-fa6a35b96e5a4b40ba0e8d2cd17f396a
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705853

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