Potassium Carbonate → HCID 11525330, 화합물

HRID 1713022

반응식

HRID 1713022 반응식
C(O[C:4]([C:6]1[NH:10][C:9]2[CH:11]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=3)[O:13][C:8]=2[CH:7]=1)=[O:5])C.C(OC(=O)C(CC)CCN1C(=S)N2C3C=C(C4C=CC([N+]([O-])=O)=CC=4)OC=3C=C2C1=O)C.[CH2:55]([O:57][C:58](=[O:67])[CH2:59][C:60]([CH3:66])([CH3:65])[CH2:61][N:62]=[C:63]=[S:64])[CH3:56].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[CH2:55]([O:57][C:58](=[O:67])[CH2:59][C:60]([CH3:66])([CH3:65])[CH2:61][N:62]1[C:63](=[S:64])[N:10]2[C:9]3[CH:11]=[C:12]([C:14]4[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=4)[O:13][C:8]=3[CH:7]=[C:6]2[C:4]1=[O:5])[CH3:56]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 594634452-(4-nitro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl esterHCID 86618327HCID 86618327, 화합물HCID 86618331HCID 86618331, 화합물

생성물 1

HCID 11525330HCID 11525330, 화합물수율 99.6%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
140 °C

실험 절차

2-(4-nitro-phenyl)-4H-furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (212 mg, 0.71 mmol, 1 molequivalent), prepared as described hereinabove (see, preparation of Compound 1), was placed in a round bottom flask and 4-isothiocyanato-3,3-dimethyl-butyric acid ethyl ester (1.4 grams, 7.1 mmol, 10 molequivalents) was added thereto, followed by addition of grinded anhydrous potassium carbonate (K2CO3; 147 mg, 1.1 mmol, 1.5 molequivalents). The mixture was heated while stirring at 140° C. for 16 hours. The reaction mixture was thereafter dissolved in chloroform and 5% citric acid solution, the organic phase was extracted, and the aqueous layer was washed with chloroform several times. The combined organic layers were dried over Na2SO4, the solvent was removed under reduced pressure, and the crude product was triturated in ethanol to give Compound 7 (322 mg, 40% yield) as an orange solid.

후처리

  1. customwas placed in a round bottom flask
  2. temperatureThe mixture was heated
  3. extraction5% citric acid solution, the organic phase was extracted
  4. washthe aqueous layer was washed with chloroform several times
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. customthe solvent was removed under reduced pressure
  7. customthe crude product was triturated in ethanol

출처 및 근거

ORD 기록
ord-bce17004c4be48ebab39dcc0564a406c
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795255B2

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