Sodium Iodide → N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)-2-morpholinoacetamide

HRID 1669533노트

반응식

HRID 1669533 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:10]=[CH:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[N:7]=1)=[O:4].[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C)C=O>[Cl:18][C:13]1[CH:12]=[C:11]([N:8]2[CH:9]=[CH:10][C:6]([NH:5][C:3](=[O:4])[CH2:2][N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[N:7]2)[CH:16]=[CH:15][C:14]=1[Cl:17]

참가 물질

6

반응물 4

HCID 5238Sodium IodideHCID 8083MorpholineHCID 11430Potassium CarbonateHCID 577054132-chloro-N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)acetamide

생성물 1

HCID 24743570N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)-2-morpholinoacetamide수율 87.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A mixture of 2-chloro-N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)acetamide (0.22 g, 0.74 mmol), morpholine (71 mg, 0.81 mmol), potassium carbonate (0.22 g, 1.62 mmol) and sodium iodide (0.11 g, 0.74 mmol) in dry dimethylformamide (5 ml) was stirred and warmed at 100° C., overnight, in a dry nitrogen atmosphere. The solvent was evaporated in vacuo and water was added to the crude residue. The dark solid precipitated was filtered and dried yielding a crude product purified by crystallization in ethyl acetate, and 0.23 g of N-(1-(3,4-dichlorophenyl)-1H-pyrazol-3-yl)-2-morpholinoacetamide was obtained as a beige colour solid with m.p.=125-127° C.

후처리

  1. customThe solvent was evaporated in vacuo and water
  2. additionwas added to the crude residue
  3. customThe dark solid precipitated
  4. filtrationwas filtered
  5. customdried
  6. customyielding a crude product
  7. custompurified by crystallization in ethyl acetate

출처 및 근거

ORD 기록
ord-b5ac432c7e7d4090aa67d1cd0bdfdc73
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989485B2

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