Stannous chloride dihydrate → (3-Fluoro-4-methoxyphenyl)hydrazine--hydrogen chloride (1/1)

HRID 1508531노트

반응식

HRID 1508531 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[NH2:5].[N:11]([O-])=O.[Na+].O.O.[Sn](Cl)[Cl:18]>Cl.O>[ClH:18].[F:1][C:2]1[CH:3]=[C:4]([NH:5][NH2:11])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

참가 물질

6

반응물 3

HCID 61436Stannous chloride dihydrateHCID 5811103-Fluoro-4-methoxyanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 44203039(3-Fluoro-4-methoxyphenyl)hydrazine--hydrogen chloride (1/1)

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 962Water용매

실험 절차

A suspension of 3-fluoro-4-methoxyaniline (1.5871 g, 11.24 mmol) in hydrochloric acid, 37% (14 ml) was diazotized with sodium nitrite (0.776 g, 11.24 mmol) in water (7 mL) and reduced with tin(ii) chloride dihydrate (1.873 mL, 22.49 mmol) in hydrochloric acid, 37% (5 ml) at 0° C. The reaction was then stirred for 20 min at room temperature. The precipitate was collected by filtration. The cake was triturated with ethanol (50 mL, room temp) followed by filtration to give a pale yellow solid as the titled compound. 1H NMR (DMSO-d6, 500 MHz) δ 10.17 (br s, 2H), 8.12 (br s, 1H), 7.10 (dd, J=9.0, 9.0 Hz, 1H), 6.96 (dd, J=13.0, 2.5 Hz, 1H), 6.80-6.76 (m, 1H) 3.76 (s, 3H), 3.42 (br s, 1H).

후처리

  1. filtrationThe precipitate was collected by filtration
  2. customThe cake was triturated with ethanol (50 mL, room temp)
  3. filtrationfollowed by filtration

출처 및 근거

ORD 기록
ord-eaeb877c5a0f41bd95cb8b7f5b9dcc29
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221834B2

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