Sulfuric Acid → 2-Ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate

HRID 378774

反応式

HRID 378774 の反応式
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4][OH:5])[CH3:2].S(=O)(=O)(O)O.[NH2:15][C:16]1[CH:21]=[C:20]([Cl:22])[N:19]=[C:18]([C:23](O)=[O:24])[C:17]=1[Cl:26]>O>[NH2:15][C:16]1[CH:21]=[C:20]([Cl:22])[N:19]=[C:18]([C:23]([O:5][CH2:4][CH:3]([CH2:1][CH3:2])[CH2:6][CH2:7][CH2:8][CH3:9])=[O:24])[C:17]=1[Cl:26]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 77202-EthylhexanolHCID 213012Aminopyralid

生成物 1

HCID 216966212-Ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 2-ethylhexanol (10 mL) and sulfuric acid (1 mL) was added 4-amino-3,6-dichloro-pyridine-2-carboxylic acid (0.0097 mol, 2.0 g). After heating the reaction to reflux overnight, the reaction mixture was cooled, poured into water (75 mL), and extracted with ethyl acetate (75 mL). The organic phase was washed with sodium bicarbonate (75 mL), dried (Na2SO4), and concentrated. The resulting solid was recrystallized out of dichloromethane and hexane and filtered to give 2-ethylhexyl 4-amino-3,6-dichloropyridine-2-carboxylate (0.0074 mol, 2.36 g) as a crystalline solid (mp 55° C.). 1H NMR (CDCl3): δ 0.9 (7 H, m), 1.3 (7 H, m), 1.7 (1 H, m), 4.3 (2 H, d), 5.1 (2 H, bs), 6.7 (1 H, s).

後処理

  1. temperatureAfter heating
  2. customthe reaction
  3. temperatureto reflux overnight
  4. temperaturethe reaction mixture was cooled
  5. extractionextracted with ethyl acetate (75 mL)
  6. washThe organic phase was washed with sodium bicarbonate (75 mL)
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated
  9. customThe resulting solid was recrystallized out of dichloromethane and hexane
  10. filtrationfiltered

出典と根拠

ORDレコード
ord-01f78302bb844d9c899e5af333717ca4
出典データセット
uspto-grants-2001_10
特許番号
US06297197B1

関連ノート

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