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Water → HCID 14724151、化合物

HRID 2073216
ノート
印刷プレビュー

反応式

HRID 2073216 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N:12]1([NH2:21])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1.CC[O:24]CC.Cl.[C:28](=[O:31])([O-])[O-:29].[Na+].[Na+].[OH2:34]>C(O)(C)C>[C:28]([OH:29])(=[O:31])/[CH:11]=[CH:2]\[C:3]([OH:24])=[O:34].[N:12]1([NH:21][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 10340Sodium CarbonateHCID 691404-ChloroquinolineHCID 6432211-AminoindoleHCID 10953452Ether hydrochloride

生成物 1

HCID 14724151HCID 14724151、化合物

試薬・触媒・溶媒 1

HCID 3776
Isopropanol
溶媒

実験手順

A solution prepared from 4-chloro-quinoline (5 g), 1H-indol-1-amine (5 g), 100 ml isopropanol and 1 ml saturated ether/HCl was stirred for three hours at reflux, and thereafter cooled, stirred with water, basified with sodium carbonate and extracted with dichloromethane. The organic extract was washed successively with water and saturated sodium chloride solution, dried (anhy. MgSO4), filtered and concentrated to a solid. This was purified by flash chromatography (silica, 10% ethyl acetate in dichloromethane) to give 6.5 g solid, m.p. 128° C. This was converted to the maleate salt in methanol to give 7.4 g of crystals, m.p. 207°-208° C. dec. Three grams were recrystallized from methanol/ether to give 2.6 g crystals, m.p. 209°-210° dec.

後処理

  1. temperatureat reflux
  2. temperaturecooled
  3. extractionextracted with dichloromethane
  4. extractionThe organic extract
  5. washwas washed successively with water and saturated sodium chloride solution
  6. customdried (anhy
  7. filtrationMgSO4), filtered
  8. concentrationconcentrated to a solid
  9. customThis was purified by flash chromatography (silica, 10% ethyl acetate in dichloromethane)

出典と根拠

ORDレコード
ord-8b371241a3c24b41ac46a9c19a8306bf
出典データセット
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04916135

反応ノート

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