Triethylamine → 4-chloro-N-(8-quinolyl)butyramide

HRID 1902823

反応式

HRID 1902823 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.C(N(CC)CC)C.[Cl:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24]>O1CCCC1>[Cl:19][CH2:20][CH2:21][CH2:22][C:23]([NH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2)=[O:24]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 113598-AminoquinolineHCID 783704-Chlorobutyryl chloride

生成物 1

HCID 128985464-chloro-N-(8-quinolyl)butyramide収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 8-aminoquinoline (10 L g, 0.069 mole) and triethylamine (10 ml, 0.072 mole) in dry tetrahydrofuran (40 ml) was treated dropwise at room temperature with 4-chlorobutyryl chloride (about 0.07 mole) until the green reaction mixture turned yellow in colour. The reaction was filtered and the solids (triethylamine hydrochloride) were washed with tetrahydrofuran. The combined filtrates were concentrated by vacuum distillation, (≃15 mm Hg), filtered over alumina in methylene chloride, concentrated and recyrstallized from ether/petroleum ether affording 4-chloro-N-(8-quinolyl)butyramide. An analytical sample was prepared by recrystallization (m.p. 62°-63°), yield 53%.

後処理

  1. filtrationThe reaction was filtered
  2. washthe solids (triethylamine hydrochloride) were washed with tetrahydrofuran
  3. concentrationThe combined filtrates were concentrated by vacuum distillation, (≃15 mm Hg),
  4. filtrationfiltered over alumina in methylene chloride
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ddf634dbbf72471799d7274361139b10
出典データセット
uspto-grants-1982_12
特許番号
US04366158

関連ノート

読み込み中…