4-Toluenesulfonyl chloride → 5-amino-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole

HRID 1742063노트

반응식

HRID 1742063 반응식
[NH2:1][C:2]1[N:6]([C:7](=[N:17][OH:18])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[N:5]=[C:4]([CH3:19])[CH:3]=1.C(N(CC)CC)C.[CH3:27][C:28]1[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=1>C(#N)C>[NH2:1][C:2]1[N:6]([C:7](=[N:17][O:18][S:34]([C:31]2[CH:32]=[CH:33][C:28]([CH3:27])=[CH:29][CH:30]=2)(=[O:36])=[O:35])[C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-:16])=[O:15])[CH:9]=2)[N:5]=[C:4]([CH3:19])[CH:3]=1

참가 물질

5

반응물 3

HCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 735084165-Amino-1-(3-nitro-benzohydroximoyl)-3-methyl-pyrazole

생성물 1

HCID 735084195-amino-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole수율 73.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

7.4 g (0.028 mol) of 5-amino-1-(3-nitro-benzohydroximoyl)-3-methyl-pyrazole are treated in 90 ml of absolute acetonitrile with 4 ml (0.028 mol) of triethylamine and then, with stirring at room temperature, are treated dropwise with a solution of 5.55 g (0.029 mol) of 4-tosyl chloride in 150 ml of absolute acetonitrile. Stirring is continued for 1 hour and then the mixture is evaporated to dryness. The residue is treated with water and ethyl acetate, the organic phase is washed with water, dried over magnesium sulphate and evaporated under vacuum. The oily residue obtained in this way is crystallised from ethanol. 8.5 g (72%) of 5-amino-3-methyl-1-(O-tosyl-3-nitrobenzohydroximoyl)-pyrazole with a m. pt. of 156°-158° C. are obtained. The substance is light-sensitive. On recrystallising twice from ethanol, the m. pt. is 165°-169° C.

후처리

  1. stirringStirring
  2. customthe mixture is evaporated to dryness
  3. additionThe residue is treated with water and ethyl acetate
  4. washthe organic phase is washed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under vacuum
  7. customThe oily residue obtained in this way
  8. customis crystallised from ethanol

출처 및 근거

ORD 기록
ord-9e7aea21da4748b6b736179a167e9b9f
출처 데이터셋
uspto-grants-1994_08
특허 번호
US05336780

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