Stannous Chloride → 2,6 Dichloro-4-fluoro-phenylhydrazine hydrochloride

HRID 2261734ノート

反応式

HRID 2261734 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH2:10].[N:11]([O-])=O.[Na+].Cl[Sn]Cl>Cl.C(O)(C(F)(F)F)=O.O>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][NH2:11]

参加物

7

反応物 3

HCID 24479Stannous ChlorideHCID 27740082,6-Dichloro-4-fluoroanilineHCID 23668193Sodium Nitrite

生成物 1

HCID 866354612,6 Dichloro-4-fluoro-phenylhydrazine hydrochloride収率 156.1%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
0 °C

実験手順

To a 0° C. solution of 2,6 Dichloro-4-fluorophenylamine (3.0 g, 16.6 mmol) in 12 M HCl (30 mL) and TFA (20 mL) is added slowly and dropwise NaNO2 (20 mmol, 1.37 mL) in water (6 mL). The reaction is stirred at 0° C. for 1 h. A solution of SnCl2 (5.74 g, 25.6 mmol) in 12 M HCl (16 mL) is added over 15 minutes. The ice bath is removed and the reaction is stirred for 18 h. The reaction is filtered and the solid is washed with isopropyl alcohol. The solid is dried to yield the title compound (3.0 g, 96%). LC-ES/MS m/e 194.0 (M+1)

後処理

  1. customThe ice bath is removed
  2. stirringthe reaction is stirred for 18 h
  3. filtrationThe reaction is filtered
  4. washthe solid is washed with isopropyl alcohol
  5. customThe solid is dried

出典と根拠

ORDレコード
ord-d98ade15bb1a4f60999dc962101ddbd2
出典データセット
uspto-grants-2010_12
特許番号
US07846960B2

反応ノート

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