Hydrazine hydrate (1:1) → 2,6-Dichloro-4-methoxy-benzylamine hydrochloride

HRID 1670814ノート

反応式

HRID 1670814 の反応式
[Cl:1][C:2]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([Cl:22])[C:3]=1[CH2:4][N:5]1C(=O)C2C(=CC=CC=2)C1=O.O.NN>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[C:16]([Cl:22])[C:3]=1[CH2:4][NH2:5]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 673536412-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione

生成物 1

HCID 673555502,6-Dichloro-4-methoxy-benzylamine hydrochloride収率 166.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Treat a solution of 2-(2,6-Dichloro-4-methoxy-benzyl)-isoindole-1,3-dione (2.74 g, 8.18 mmol) in ethanol with hydrazine hydrate (0.61 g, 12.27 mmol) at 70° C. for 12 hours. Cool the reaction and filter the precipitate. Concentrate the filtrate and partition the residue with ethyl acetate and water. After drying the organic layer over sodium sulfate, filter and concentrate under vacuum. To the residue, add ethyl acetate (20 mL) and HCl (4 N in dioxane, 5 mL). Collect the white crystal by filtration and air dry to afford 1.65 g (84%) of the title compound. MS (m/z): 242 (M+H)+.

後処理

  1. temperatureCool
  2. customthe reaction
  3. filtrationfilter the precipitate
  4. concentrationConcentrate the filtrate
  5. custompartition the residue with ethyl acetate and water
  6. dry with materialAfter drying the organic layer over sodium sulfate
  7. filtrationfilter
  8. concentrationconcentrate under vacuum
  9. additionTo the residue, add ethyl acetate (20 mL) and HCl (4 N in dioxane, 5 mL)
  10. customCollect the white crystal
  11. filtrationby filtration and air
  12. customdry

出典と根拠

ORDレコード
ord-ba017527473d4b31accd5399dc407ed1
出典データセット
uspto-grants-2011_08
特許番号
US07994176B2

反応ノート

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