Tert-Butylamine → N-t-Butyl-4-Cyclohexylbenzenesulfonamide

HRID 34885

반응식

HRID 34885 반응식
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18]>O1CCOCC1>[C:17]([NH:21][S:13]([C:10]1[CH:11]=[CH:12][C:7]([CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:8][CH:9]=1)(=[O:15])=[O:14])([CH3:20])([CH3:19])[CH3:18]

참가 물질

4

반응물 2

HCID 6385Tert-ButylamineHCID 43394424-Cyclohexylbenzene-1-sulfonyl chloride

생성물 1

HCID 14205135N-t-Butyl-4-Cyclohexylbenzenesulfonamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
30 °C

실험 절차

The sulfonyl chloride compound obtained in Example II (338 gm, 1.3M) is suspended in dry dioxane (400 ml) under argon atmosphere in a four-necked round-bottomed flask equipped with a condenser, a thermowatch and a constant pressure addition funnel. Excess t-butylamine (210 gm, 2.78M) is added drop-wise and the temperature of the reaction mixture is allowed to increase to approximately 60°-70° C. When the addition of amine is complete, the reaction mixture is aged at 70° C. for one hour, then cooled to 30° C. and the amine hydrochloride salt is removed by filtration. Concentration of the filtrate yields the crude sulfonamide. Nmr spectra obtained on a Varian EM-360 MHz nmr spectrometer, recorded in ppm downfield from tetramethylsilane, and infrared spectra recorded on a Nicolet MX-1 Fourier Transform infrared spectrometer provides spectral data consistent with the expected structure.

후처리

  1. customequipped with a condenser
  2. additiona thermowatch and a constant pressure addition funnel
  3. temperatureto increase to approximately 60°-70° C
  4. customthe amine hydrochloride salt is removed by filtration

출처 및 근거

ORD 기록
ord-dc773c548e8a49abb52cf06542cefe0b
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04764239

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