5-Amino-2-chlorobenzoic acid → 2-Chloro-5-hydrazinylbenzoic acid hydrochloride

HRID 1582047

反応式

HRID 1582047 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[N:12]([O-])=O.[Na+].O.O.[Sn](Cl)(Cl)(Cl)Cl>Cl>[ClH:11].[Cl:11][C:5]1[CH:4]=[CH:3][C:2]([NH:1][NH2:12])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 378795-Amino-2-chlorobenzoic acidHCID 23668193Sodium NitriteHCID 85782573Tin tetrachloride dihydrate

生成物 1

HCID 164957252-Chloro-5-hydrazinylbenzoic acid hydrochloride収率 71%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒3 回

実験手順

A solution of 5-amino-2-chlorobenzoic acid (10.3 g, 60 mmol) in concentrated HCl at 0° C. is treated with an aqueous solution of NaNO2 (4.8 g, 70 mmol) at a rate to maintain a reaction temperature of <10° C., stirred for 0.5 h at 0° to 10° C., treated with a solution of tin chloride dihydrate (33.9 g, 150 mmol) in aqueous HCl at a rate to maintain a reaction temperature of <10° C., aqueous HCl is added periodically, as needed to facilitate stirring, stirred at 5° C. for an additional 1 h and filtered. The filtercake is recrystallized from water to afford the title product as white crystals, 9.6 g (71% yield), identified by HNMR analysis.

後処理

  1. temperatureto maintain a reaction temperature of <10° C.
  2. additionis added periodically
  3. stirringto facilitate stirring
  4. stirringstirred at 5° C. for an additional 1 h
  5. filtrationfiltered
  6. customThe filtercake is recrystallized from water

出典と根拠

ORDレコード
ord-c964d7c347b04eae99d5775ae15fc2d8
出典データセット
uspto-grants-2004_05
特許番号
US06734190B2

関連ノート

読み込み中…