2-Chlorobenzylamine → N-((2-chlorophenyl)methyl)thiophene-2-ethylamine hydrochloride

HRID 1704633

反応式

HRID 1704633 の反応式
C1(C)C=CC(S(O[CH2:11][CH2:12][C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)(=O)=O)=CC=1.[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH2:23]>C(#N)C>[ClH:19].[Cl:19][C:20]1[CH:27]=[CH:26][CH:25]=[CH:24][C:21]=1[CH2:22][NH:23][CH2:11][CH2:12][C:13]1[S:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 666482-ChlorobenzylamineHCID 36820342-Thiopheneethanol tosylate

生成物 1

HCID 6454011N-((2-chlorophenyl)methyl)thiophene-2-ethylamine hydrochloride収率 79.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

850 g (3 moles) 2-(2-thienyl)-ethyl paratoluene sulfonate and 850 g (6 moles) ortho-chlorobenzylamine are dissolved in 5.2 liters acetonitrile and the mixture is refluxed during 6.5 hours. After filtration, 630 g ortho-chlorobenzylamine paratoluene sulfonate are removed by filtration. The filtrate is concentrated and the residue is taken up into diisopropyl ether and 500 ml 2N sodium hydroxide. The organic phase is separated and is made acidic with 3N hydrochloric acid. The resulting hydrochloride precipitates out; it is collected by filtration, suction filtered and washed with acetone, to give 684 g (Yield: 78%) N-(2-chloro-benzyl)-2-(2-thienyl)-ethylamine hydrochloride.

後処理

  1. temperaturethe mixture is refluxed during 6.5 hours
  2. filtrationAfter filtration, 630 g ortho-chlorobenzylamine paratoluene sulfonate
  3. customare removed by filtration
  4. concentrationThe filtrate is concentrated
  5. customThe organic phase is separated
  6. customThe resulting hydrochloride precipitates out
  7. filtrationit is collected by filtration, suction
  8. filtrationfiltered
  9. washwashed with acetone

出典と根拠

ORDレコード
ord-c815c6c0d8484f97a7e57300f768adb0
出典データセット
uspto-grants-1978_11
特許番号
US04127580

関連ノート

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