ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Water → 3-Amino-6-chloro-4-methylpicolinic acid

HRID 887715
ノート
印刷プレビュー

反応式

HRID 887715 の反応式
C(OC(=O)[NH:7][C:8]1[C:9]([C:16]#N)=[N:10][C:11]([Cl:15])=[CH:12][C:13]=1[CH3:14])(C)(C)C.[OH2:19].[OH-:20].[Na+]>S(=O)(=O)(O)O>[NH2:7][C:8]1[C:9]([C:16]([OH:20])=[O:19])=[N:10][C:11]([Cl:15])=[CH:12][C:13]=1[CH3:14]
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

5

反応物 3

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 59355292(6-Chloro-2-cyano-4-methyl-pyridin-3-yl)-carbamic acid tert-butyl ester

生成物 1

HCID 593553013-Amino-6-chloro-4-methylpicolinic acid

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
100 °C

実験手順

(6-Chloro-2-cyano-4-methyl-pyridin-3-yl)-carbamic acid tert-butyl ester (3.72 g) was dissolved in concentrated sulfuric acid (19 mL) and stirred for 1 h at 100° C. The reaction mixture was cooled to room temperature and water (19 mL) was slowly added. The reaction mixture was warmed again to 100° C. and stirred at this temperature for 2 h. Water was added after cooling to room temperature, the mixture was cooled in an ice bath and the pH was adjusted to ˜14 by slow addition of solid sodium hydroxide. The aqueous solution was washed 2× with MTB-ether, the aqueous layer was then adjusted to pH ˜2 by addition of 5 M hydrochloric acid and extracted 3× with ethyl acetate. The combined organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuum to afford 2.25 g of the title compound of the formula

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. temperatureThe reaction mixture was warmed again to 100° C.
  3. stirringstirred at this temperature for 2 h
  4. temperatureafter cooling to room temperature
  5. temperaturethe mixture was cooled in an ice bath
  6. washThe aqueous solution was washed 2× with MTB-ether
  7. additionthe aqueous layer was then adjusted to pH ˜2 by addition of 5 M hydrochloric acid
  8. extractionextracted 3× with ethyl acetate
  9. washThe combined organic layer was washed with brine
  10. dry with materialdried over magnesium sulfate
  11. concentrationconcentrated in vacuum

出典と根拠

ORDレコード
ord-e41ac4c2b7d74a53a3be901dac67fe09
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08247431B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート