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

HRID 1508531ノート

反応式

HRID 1508531 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-eaeb877c5a0f41bd95cb8b7f5b9dcc29
出典データセット
uspto-grants-2015_12
特許番号
US09221834B2

反応ノート

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