Tin dichloride dihydrate → 3,6-Bis(trifluoromethyl)benzene-1,2-diamine

HRID 868966ノート

反応式

HRID 868966 の反応式
[N+:1]([C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[C:6]([C:14]([F:17])([F:16])[F:15])[C:5]=1[NH2:18])([O-])=O.Cl[Sn]Cl.O>CO.Cl>[F:11][C:10]([F:12])([F:13])[C:9]1[CH:8]=[CH:7][C:6]([C:14]([F:17])([F:16])[F:15])=[C:5]([NH2:18])[C:4]=1[NH2:1]

参加物

5

反応物 2

HCID 43835034Tin dichloride dihydrateHCID 866878952-Nitro-3,6-bis(trifluoromethyl)aniline

生成物 1

HCID 137504463,6-Bis(trifluoromethyl)benzene-1,2-diamine収率 73.1%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 2-nitro-3,6-bis(trifluoromethyl)benzenamine (2.3 g, 8.4 mmol) in methanol (10 mL) was added a solution of SnCl2.H2O (7.56 g, 33.6 mmol) in concentrated HCl (15 mL). The mixture was heated to 50° C. and stirred for 2 hours. Methanol was removed in vacuum and the aqueous solution was basified with sodium hydroxide solution. The suspension was diluted with EtOAc (150 mL), and the mixture was stirred at room temperature for 30 minutes and filtered. The filtrate was washed with brine (100 mL), dried over sodium sulfate, and filtered. The solution was concentrated to give a crude product of 3,6-bis(trifluoromethyl)benzene-1,2-diamine (1.5 g). MS (ESI): m/z 245 [M+H]+

後処理

  1. customMethanol was removed in vacuum
  2. additionThe suspension was diluted with EtOAc (150 mL)
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. filtrationfiltered
  5. washThe filtrate was washed with brine (100 mL)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationThe solution was concentrated

出典と根拠

ORDレコード
ord-a1497c955a2142be9dea65c796d4b299
出典データセット
uspto-grants-2015_03
特許番号
US08969349B2

反応ノート

読み込み中…