Morpholine → HCID 28491368, 화합물

HRID 968119노트

반응식

HRID 968119 반응식
[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

참가 물질

4

반응물 2

HCID 8083Morpholine2회HCID 15553Clopyralid

생성물 1

HCID 28491368HCID 28491368, 화합물수율 53%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매2회

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온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7886a83c144d4cdbaef29f0ad930334d
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06956052B2

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