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Potassium Carbonate → 2-(Methylamino)pyridine-3-carboxylic acid

HRID 2194510
ノート
印刷プレビュー

反応式

HRID 2194510 の反応式
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:12][NH2:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]Br>[CH3:12][NH:13][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 762582-Chloronicotinic acidHCID 6364545Methylamine hydrochloride

生成物 1

HCID 47385172-(Methylamino)pyridine-3-carboxylic acid

試薬・触媒・溶媒 2

HCID 24593copper(I) bromide触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

30.0 g (0.19 mol) of 2-chloronicotinic acid was dissolved in N,N-dimethylformamide (400 mL), and 31.0 g (0.38 mol) of methylamine hydrochloride, 105 g (0.76 mol) of potassium carbonate, and 2.73 g (19.0 mmol) of copper(I) bromide were added to the solution. The mixture was stirred for 20 hours at 100° C. After the mixture was cooled to room temperature, insoluble materials were filtered off, and the filtrate was concentrated. A 10% aqueous solution of sodium hydroxide was added to the residue thus obtained, and the mixture was washed with diethyl ether. Concentrated hydrochloric acid was added to the aqueous phase to adjust the aqueous phase to pH 6 to 7, and a solid obtained by concentrating the aqueous phase was dried. Thus, crude 2-(methylamino)nicotinic acid was obtained.

後処理

  1. temperatureAfter the mixture was cooled to room temperature
  2. filtrationinsoluble materials were filtered off
  3. concentrationthe filtrate was concentrated
  4. additionA 10% aqueous solution of sodium hydroxide was added to the residue
  5. customthus obtained
  6. washthe mixture was washed with diethyl ether
  7. additionConcentrated hydrochloric acid was added to the aqueous phase
  8. customa solid obtained
  9. concentrationby concentrating the aqueous phase
  10. customwas dried

出典と根拠

ORDレコード
ord-5714487ead934a9597eadc4be20e92de
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08334236B2

反応ノート

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