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Sodium Hydroxide → 4-(Butane-1-sulfonyl)-1-methyl-3,5-diphenyl-1H-pyrazole

HRID 1439138
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HRID 1439138 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH2:12]([S:16][C:17]1[C:18]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:19][N:20]([CH3:28])[C:21]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:13][CH2:14][CH3:15].[OH-:35].[Na+]>C(Cl)(Cl)Cl>[CH2:12]([S:16]([C:17]1[C:18]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[N:19][N:20]([CH3:28])[C:21]=1[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)(=[O:9])=[O:35])[CH2:13][CH2:14][CH3:15]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 213980704-(Butylsulfanyl)-1-methyl-3,5-diphenyl-1H-pyrazole

생성물 1

HCID 213981084-(Butane-1-sulfonyl)-1-methyl-3,5-diphenyl-1H-pyrazole수율 61%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A solution of m-chloroperbenzoic acid (10.15 g, 85%, 0.05 mole) in dry chloroform (100 ml) is added to 4-(n-butylthio)-1-methyl-3,5-diphenylpyrazole (6.5g, 0.02 mole) in dry chloroform (50 ml) and the reaction mixture stirred overnight at 10° C to 12° C. The mixture is poured into 10% aqueous sodium hydroxide (200 ml) and extracted with chloroform. The chloroform layer is separated, dried and stripped in vacuo to give a light-orange oil. The oil is chromatographed on silica gel with benzene. The fractions containing the product are combined, stripped in vacuo, extracted with methanol, filtered, stripped in vacuo and then recrystallized from hexane to give a white fluffy solid 4.37 g (61%), m.p. 92.5° C to 93° C.

후처리

  1. extractionextracted with chloroform
  2. customThe chloroform layer is separated
  3. customdried
  4. customto give a light-orange oil
  5. customThe oil is chromatographed on silica gel with benzene
  6. additionThe fractions containing the product
  7. extractionextracted with methanol
  8. filtrationfiltered
  9. customrecrystallized from hexane

출처 및 근거

ORD 기록
ord-7c35cbc18cf44ec1a3c0e86fe4e251fc
출처 데이터셋
uspto-grants-1977_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04058391

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