Water → HCID 178418322, 화합물

HRID 3123

반응식

HRID 3123 반응식
[Na].O=[C:3]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Cl:15][C:16]1[C:25]2[NH:24]C(=O)[O:22][C:21](=O)[C:20]=2[CH:19]=[CH:18][CH:17]=1.O>CN(C)C=O>[Cl:15][C:16]1[CH:17]=[CH:18][CH:19]=[C:20]2[C:25]=1[N:24]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[C:21]2[OH:22]

참가 물질

5

반응물 3

HCID 962WaterHCID 5175353-Chloroisatoic anhydrideHCID 57351814Diethyl 2-oxosuccinate,sodium salt

생성물 1

HCID 178418322HCID 178418322, 화합물수율 43.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
130 °C

실험 절차

To a stirred mixture of diethyl oxosuccinate sodium salt (2.31 g, 11.0 mM) in dimethylformamide (20 mL) under a nitrogen atmosphere was added 8-chloro-2H-3,1-benzoxazine-2,4(1H)-dione (2.17 g, 11.0 mM). The resulting mixture was heated slowly to 130° C. and maintained at this temperature for 2.5 hr. After cooling, the reaction mixture was poured into water and the resulting mixture was then extracted with ethyl acetate. The combined organic extracts were washed with water and brine, dried (MgSO4), filtered and concentrated to obtain an oily solid (1.55 g). This material was chromatographed (eluant: CH2C12 /CH3OH; 98/2) over silica gel to provide the title compound as an oil which slowly crystallized to a tan solid (0.700 g, 19.7%). A 0.150 g portion of this material was recrystallized from toluene/hexane to provide an analytical sample (0.050 g) of the title compound as a tan solid, mp 98°-99° C.; MS(CI): 324 (M+H).

후처리

  1. temperaturemaintained at this temperature for 2.5 hr
  2. temperatureAfter cooling
  3. extractionthe resulting mixture was then extracted with ethyl acetate
  4. washThe combined organic extracts were washed with water and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dd94778e10ec4f848d748b205dfbec9e
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733910

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