Morpholine → HCID 28491368、化合物

HRID 968119ノート

反応式

HRID 968119 の反応式
[Cl:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5](Cl)=[CH:6][CH:7]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>CC(N(C)C)=O>[Cl:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 8083Morpholine2 回HCID 15553Clopyralid

生成物 1

HCID 28491368HCID 28491368、化合物収率 53%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
80 °C

実験手順

3,6 Dichloropyridine-2-carboxylic acid (0.55 g, 2.86 mmol), morpholine (1.37 g, 15.7 mmol) and N,N dimethylacetamide (1.37 mL) were combined and stirred for 24 h at 80° C. An additional volume of morpholine (1.39 g, 15.7 mmol) was added and heating continued for 40 hours more. After cooling the DMA was removed in the presence of toluene. The residue was dissolved in water and extracted with ether to remove excess morpholine. The aqueous was acidified to pH=2 and the product extracted into ether. Crystallization from water gave a white solid, 369 mg (53% yield). 1H NMR (CD3OD): δ 3.52 (t, 4H), 3.78 (t, 4H), 6.97 (d, 1H), 7.65 (d, 1H). LC-MS, M+H: 243.

後処理

  1. temperatureheating
  2. waitcontinued for 40 hours
  3. customwas removed in the presence of toluene
  4. dissolutionThe residue was dissolved in water
  5. extractionextracted with ether
  6. customto remove excess morpholine
  7. extractionthe product extracted into ether
  8. customCrystallization from water
  9. customgave a white solid, 369 mg (53% yield)

出典と根拠

ORDレコード
ord-7886a83c144d4cdbaef29f0ad930334d
出典データセット
uspto-grants-2005_10
特許番号
US06956052B2

反応ノート

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