Hydrochloric Acid → 6-Bromo-1H-indazole-3-carboxylic acid

HRID 407152

反応式

HRID 407152 の反応式
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6](=O)[C:7](=O)[NH:8]2)=[CH:4][CH:3]=1.[N:13]([O-])=O.[Na+].S(=O)(=O)(O)O.Cl.[OH2:23].[OH2:24].Cl[Sn]Cl>[OH-].[Na+].O>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:7]([OH:24])=[O:23])=[N:13][NH:8]2)=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 61436Stannous chloride dihydrateHCID 957161H-Indole-2,3-dione, 6-bromo-HCID 23668193Sodium Nitrite

生成物 1

HCID 247280286-Bromo-1H-indazole-3-carboxylic acid収率 169.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 14798Sodium Hydroxide溶媒

反応条件

温度
0 °C

実験手順

The solution of 6-bromoisatin (10 g, 22 mmol) in 1N aqueous NaOH solution (48 Ml) was stirred at 50° C. for 1 h. The mixture was cooled to 0° C. Sodium nitrite (3 g, 22 mmol) solution in water (11 Ml) was added dropwise for 15 min at 0° C. The mixture was added to the solution of water (90 Ml) and sulfuric acid (4.6 Ml) at 0° C. for 15 min. The mixture was added to the solution of conc. hydrochloric acid (40 Ml) and SnCl2.2H2O (24 g, 53 mmol). After 1 h, the mixture was filtered and washed with water. The solid was dried through air flow to give the titled compound (8.98 g).

後処理

  1. filtrationthe mixture was filtered
  2. washwashed with water
  3. customThe solid was dried through air flow

出典と根拠

ORDレコード
ord-ea057a89e8594ee181d07db68154d2d4
出典データセット
uspto-grants-2014_06
特許番号
US08754209B2

関連ノート

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