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Sulfuric Acid → Ethyl 2-aminopyridine-4-carboxylate

HRID 1828450
ノート
印刷プレビュー

反応式

HRID 1828450 の反応式
C([NH:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][N:13]=1)[C:8]([OH:10])=[O:9])(=O)C.CO[C:16]1C=CC(CN2N=NC(CC(OCC)=O)=N2)=C[CH:17]=1.S(=O)(=O)(O)O.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1.C(O)C>[NH2:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][N:13]=1)[C:8]([O:10][CH2:16][CH3:17])=[O:9]
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

7

反応物 4

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 37744662-Acetamidopyridine-4-carboxylic acidHCID 15090418HCID 15090418、化合物

生成物 1

HCID 7015521Ethyl 2-aminopyridine-4-carboxylate

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 1140
Toluene
溶媒

反応条件

温度
105 °C

実験手順

2-(Acetylamino)isonicotinic acid (13 g, 73.60 mmol) synthesized by the method of Example 7, (A) was added with ethanol (50 ml) and toluene (150 ml) and heated to 100-110° C. The mixture was added dropwise with concentrated sulfuric acid (7 ml) and heated for 11 hour with stirring. The reaction solution was returned to room temperature and poured into saturated aqueous sodium hydrogencarbonate cooled with ice. The mixture was extracted with chloroform and the collected organic layer was dried over magnesium sulfate and concentrated under reduced pressure to obtain 7.6 g (23% for the two steps) of the title compound as pale yellow crystals without purification.

後処理

  1. temperatureheated for 11 hour
  2. customwas returned to room temperature
  3. temperaturecooled with ice
  4. extractionThe mixture was extracted with chloroform
  5. dry with materialthe collected organic layer was dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8e38f909434c47afb977652a1747462d
出典データセット
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07056917B2

反応ノート

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