Acetic Acid → HCID 19940142, 화합물

HRID 1654597노트

반응식

HRID 1654597 반응식
C=O.[C:3](O)(=O)C.[CH2:7]([NH:10][CH2:11][CH:12]=[CH2:13])[CH:8]=[CH2:9].[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1[C:19]1[NH:20][C:21]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)=[CH:22][CH:23]=1>C(O)C>[CH2:7]([N:10]([CH2:3][C:22]1[CH:23]=[C:19]([C:15]2[S:14][CH:18]=[CH:17][CH:16]=2)[NH:20][C:21]=1[C:24]1[S:25][CH:26]=[CH:27][CH:28]=1)[CH2:11][CH:12]=[CH2:13])[CH:8]=[CH2:9]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 31279DiallylamineHCID 41751102,5-Di(thiophen-2-yl)-1H-pyrrole

생성물 1

HCID 19940142HCID 19940142, 화합물수율 65.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Paraformaldehyde (9.1 mg, 0.3 mmol) was added to a solution of acetic acid (0.33 mL, 0.71 mmol) and diallylamine (0.32 mmol) in 1 mL of ethanol. After stirring at room temperature for a few minutes, 2.5-dithienylpyrrole (0.3 mmol) was then added all at once. The reaction mixture was then allowed to stir at 60° for 19 hours. The reaction solvent was evaporated under reduced pressure, and the crude product was taken up with ethyl acetate. The organic layer was then washed with water (10 mL) and brine (10 mL). The aqueous layer was extracted with chloroform (10 mL). The combined organic layers were then dried over anhydrous magnesium sulfate, filtered and the solvent was removed under pressure. The crude product was purified on 50 g of silica gel. Elution with hexane-ethyl acetate (5:1), gave 67 mg (65%) of title compound.

후처리

  1. stirringto stir at 60° for 19 hours
  2. customThe reaction solvent was evaporated under reduced pressure
  3. washThe organic layer was then washed with water (10 mL) and brine (10 mL)
  4. extractionThe aqueous layer was extracted with chloroform (10 mL)
  5. dry with materialThe combined organic layers were then dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was removed under pressure
  8. customThe crude product was purified on 50 g of silica gel
  9. washElution with hexane-ethyl acetate (5:1)

출처 및 근거

ORD 기록
ord-bca377bd25144c2ba40f734eee1f295a
출처 데이터셋
uspto-grants-1995_04
특허 번호
USRE034919

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