Benzenamine, 3-chloro-, hydrochloride (1:1) → Chloride

HRID 1068939

反応式

HRID 1068939 の反応式
[C:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[C:21]([C:22]#[N:23])=[C:20]([N:24](C)[CH3:25])[N:19](N=C)[N:18]=2)=[CH:12][CH:11]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].Cl.[Cl:30][C:31]1[CH:32]=[C:33]([CH:35]=[CH:36][CH:37]=1)[NH2:34]>C(O)C>[Cl-:30].[C:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[C:21]3[C:20](=[N:24][CH:25]=[N:23][C:22]=3[NH:34][C:33]3[CH:35]=[CH:36][CH:37]=[C:31]([Cl:30])[CH:32]=3)[NH:19][N:18]=2)=[CH:12][CH:11]=1)([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2]

参加物

5

反応物 2

HCID 67336Benzenamine, 3-chloro-, hydrochloride (1:1)HCID 696969723-[4-(N-Boc-aminomethyl)-phenylamino]-4-cyano-5-dimethylamino-methyleneamino-pyrazole

生成物 2

HCID 312ChlorideHCID 178453074HCID 178453074、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 94 g (245.1 mmol) of 3-[4-(N-Boc-aminomethyl)-phenylamino]-4-cyano-5-dimethylamino-methyleneamino-pyrazole, 44.2 g (269.4 mmol) of 3-chloro-aniline hydrochloride [for preparation see: Justus Liebigs Ann. Chem. 176, 45 (1875)] and 1000 ml of ethanol is heated under reflux for 60 hours and then concentrated by evaporation in vacuo. The residue is dissolved in ethyl acetate, and the organic phase is washed with ice-cold 0.5N hydrochloric acid, water and brine, dried over sodium sulfate and concentrated by evaporation in vacuo. After recrystallization of the residue from ethyl acetate/hexane and from methanolimethylene chloride, 3-[4-(N-Boc-aminomethyl)-phenylamino]-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine is obtained; m.p. 196° C.; ESI-MS: (M−H)−=464.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 60 hours
  3. concentrationconcentrated by evaporation in vacuo
  4. dissolutionThe residue is dissolved in ethyl acetate
  5. washthe organic phase is washed with ice-cold 0.5N hydrochloric acid, water and brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated by evaporation in vacuo
  8. customAfter recrystallization of the residue from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-dc2811f085cf4f53acfd123559381d8f
出典データセット
uspto-grants-2001_06
特許番号
US06251911B1

関連ノート

読み込み中…