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

HRID 2261734노트

반응식

HRID 2261734 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

HCID 866354612,6 Dichloro-4-fluoro-phenylhydrazine hydrochloride수율 156.1%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매2회HCID 962Water용매HCID 6422Trifluoroacetic acid용매

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온도
0 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-d98ade15bb1a4f60999dc962101ddbd2
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07846960B2

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