Water → HCID 19360267, 화합물

HRID 1728619노트

반응식

HRID 1728619 반응식
[NH2:1][C:2]1[C:3]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:4]=2[S:5][CH:6]=1.Cl.Cl[C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1.O>CN1CCCC1=O>[ClH:11].[Cl:11][C:8]1[CH:9]=[CH:10][C:3]2[C:2]([NH:1][C:14]3[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=3)=[CH:6][S:5][C:4]=2[CH:7]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 818524-Chloropyridine hydrochlorideHCID 193602466-Chlorobenzo[b]thiophen-3-amine

생성물 1

HCID 19360267HCID 19360267, 화합물수율 174.5%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

A solution of 3-amino-6-chlorobenzo[b]thiophene (5 g, 27 mmol) and 4-chloropyridine hydrochloride (6 g, 40 mmol) in 75 mL of 1-methyl-2-pyrrolidinone was stirred at 80° for 1.5 h, and then was cooled, stirred with water and extracted with ether. The aqueous layer was basified with sodium carbonate and extracted with ethyl acetate. The organic extract was washed with water and saturated sodium chloride solution and then was dried (anhydrous magnesium sulfate), filtered and concentrated to a dark oil. Elution through silica with ethyl acetate via flash column chromatography yielded 7 g of an amber oil. Conversion to the hydrochloride salt in 20% methanol in ether yielded 4.2 g of yellow crystals, mp 264°-266° (dec.).

후처리

  1. temperaturewas cooled
  2. extractionextracted with ether
  3. extractionextracted with ethyl acetate
  4. extractionThe organic extract
  5. washwas washed with water and saturated sodium chloride solution
  6. dry with materialwas dried (anhydrous magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated to a dark oil
  9. washElution through silica with ethyl acetate via flash column chromatography

출처 및 근거

ORD 기록
ord-b24312be623d458fba6ab1ecb7ade5e8
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05328920

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