Water → HCID 19360267、化合物

HRID 376878ノート

反応式

HRID 376878 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 19360267HCID 19360267、化合物収率 174.5%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-ff2904357f9044cdb9e736b5536b9fe2
出典データセット
uspto-grants-2000_02
特許番号
US06022880

反応ノート

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