Diisopropyl Ether → N-(1,5-dimethylpyrazol-3-yl)-2,6 dimethyl benzamide

HRID 128724

반응식

HRID 128724 반응식
[NH2:1][C:2]1[CH:6]=[C:5]([CH3:7])[N:4]([CH3:8])[N:3]=1.[CH3:9][C:10]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[C:11]=1[C:12](Cl)=[O:13].C([O-])(O)=O.[Na+].C(OC(C)C)(C)C>C(Cl)Cl.CCOC(C)=O>[CH3:8][N:4]1[C:5]([CH3:7])=[CH:6][C:2]([NH:1][C:12](=[O:13])[C:11]2[C:15]([CH3:19])=[CH:16][CH:17]=[CH:18][C:10]=2[CH3:9])=[N:3]1

참가 물질

7

반응물 4

HCID 7914Diisopropyl EtherHCID 890962,6-Dimethylbenzoyl chlorideHCID 516892Sodium BicarbonateHCID 70177471,5-dimethyl-1H-pyrazol-3-amine

생성물 1

HCID 11776550N-(1,5-dimethylpyrazol-3-yl)-2,6 dimethyl benzamide수율 38.2%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a cooled (0°-5° C.) solution of 3-amino-1,5-dimethyl pyrazole (95%, 32.7 g, 0.28M) in anhydrous CH2Cl2 (200 ml) was added a CH2Cl2 (100 ml) solution of the 2,6 dimethyl benzoyl chloride (23.6 g, 0.14M). The reaction mixture was allowed to room temperature for 18 hours and then CH2Cl2 was concentrated to give an oily mixture which was diluted in AcOEt. This suspension was then treated with saturated NaHCO3. After usual work-up, the crude material was cristallized with diisopropyloxide to give 13 g of the desired amide (38% : yield based on the 2,6-dimethyl benzoyl chloride).

후처리

  1. concentrationCH2Cl2 was concentrated
  2. customto give an oily mixture which

출처 및 근거

ORD 기록
ord-f98ffc91eb5e435fac5c17e51ecfdfc5
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464860

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