Hydrochloric Acid → 5-(Dimethylamino)-2-nitrobenzoic acid

HRID 16923

反応式

HRID 16923 の反応式
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[CH3:14][NH:15][CH3:16].Cl>O>[CH3:14][N:15]([CH3:16])[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 172865-Chloro-2-nitrobenzoic acid

生成物 1

HCID 127157935-(Dimethylamino)-2-nitrobenzoic acid収率 99.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
60 °C

実験手順

30.0 g (148 mmol) of 5-chloro-2-nitrobenzoic acid was dissolved by stirring in 78 mL (744 mmol) of 50% dimethylamine aqueous solution under cooling in the ice bath. After the solution was put into a pressure-resistant container and sealed, the solution was stirred by heating in the oil bath for 23 hours at 60° C. The reaction solution was sufficiently cooled down and the inner pressure thereof was released. After confirming completion of the reaction by HPLC analysis, the reaction solution was put into another container (using 50 mL of water), 49.6 mL of concentrated hydrochloric acid, and then 200 mL of water were added thereto. Yellow crystals were precipitated by addition of hydrochloric acid. The crystallizing solution was matured at 10° C. overnight, separated by filtration and dried under reduced pressure to obtain 30.95 g of 5-dimethylamino-2-nitrobenzoic acid. (yield 99%)

後処理

  1. customsealed
  2. temperatureThe reaction solution was sufficiently cooled down
  3. customcompletion of the reaction by HPLC analysis
  4. customYellow crystals were precipitated by addition of hydrochloric acid
  5. customseparated by filtration
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-8ce2b886564842e091390b0f55eeb09a
出典データセット
uspto-grants-2010_06
特許番号
US07737274B2

関連ノート

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