Diglyme → HCID 178486136, 화합물

HRID 2423253노트

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HRID 2423253 반응식
[CH3:1][N:2]([CH3:15])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[C:9](Cl)=[O:10])(=[O:5])=[O:4].[F:16][C:17]1[CH:18]=[C:19]([C:24](=[O:35])[CH:25]=[C:26]2[NH:30][C:29]3[CH:31]=[CH:32][CH:33]=[CH:34][C:28]=3[NH:27]2)[CH:20]=[C:21]([F:23])[CH:22]=1.C(N(CC)CC)C.COCCOCCOC>O>[F:16][C:17]1[CH:18]=[C:19]([C:24](=[O:35])[C:25](=[C:26]2[NH:27][C:28]3[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=3[NH:30]2)[C:9]([C:8]2[CH:7]=[C:6]([S:3]([N:2]([CH3:15])[CH3:1])(=[O:5])=[O:4])[CH:14]=[CH:13][CH:12]=2)=[O:10])[CH:20]=[C:21]([F:23])[CH:22]=1

참가 물질

6

반응물 4

HCID 8150DiglymeHCID 8471TriethylamineHCID 188018843-(Dimethylsulfamoyl)benzoyl chlorideHCID 178520380CID 67243546

생성물 1

HCID 178486136HCID 178486136, 화합물수율 25.5%

시약·촉매·용매 1

HCID 962Water용매2회

반응 조건

온도
110 °C

실험 절차

3-[(dimethylamino)sulfonyl]benzoyl chloride (1.97 g) was added to a mixture of 1-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone (865 mg), triethylamine (1.6 mL) and 2-methoxyethyl ether (10 mL), followed by heating with stirring at 110° C. for 30 minutes. Water (0.06 mL) was added, followed by further heating under reflux for 30 minutes. After cooling, water was added, followed by extraction with ethyl acetate. The organic layer was washed with water, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=1/1), and recrystallized from ethyl acetate/n-hexane to obtain 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-oxopropanoyl]-N,N-dimethylbenzenesulfonamide (391 mg).

후처리

  1. temperatureby heating
  2. temperatureby further heating
  3. temperatureunder reflux for 30 minutes
  4. temperatureAfter cooling
  5. extractionfollowed by extraction with ethyl acetate
  6. washThe organic layer was washed with water
  7. concentrationconcentrated under reduced pressure
  8. customthe residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=1/1)
  9. customrecrystallized from ethyl acetate/n-hexane

출처 및 근거

ORD 기록
ord-c15fb3922011467d92f05f3b699caebd
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960562B2

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