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Water → N-(1-acetylcyclohexyl)-4-methanesulfonyl-phenylmethanesulfonamide

HRID 747388
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HRID 747388 반응식
[C:1]([C:3]1([NH:9][S:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)(=[O:12])=[O:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)#[CH:2].O.S(=O)(=O)(O)[OH:26]>C(O)CO>[C:1]([C:3]1([NH:9][S:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH3:23])(=[O:22])=[O:21])=[CH:16][CH:15]=2)(=[O:11])=[O:12])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)(=[O:26])[CH3:2]
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참가 물질

5

반응물 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 17973815N-(1-ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide

생성물 1

HCID 17973789N-(1-acetylcyclohexyl)-4-methanesulfonyl-phenylmethanesulfonamide

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

반응 조건

온도
175 °C

실험 절차

N-(1-Ethynylcyclohexyl)-4-methanesulfonyl-phenylmethane sulfonamide (19.6 g, 55 mmol) was suspended in ethylene glycol (250 ml). 10 ml Water, 2 g HgO and 2 ml conc. sulfuric acid were added and the mixture was heated at 175° C. for 3 hours, then poured warm into 1 l crushed ice, decanted from mercury salts, stirred and the precipitate was filtered off, washed with water and dried under vacuum at 70° C. to yield N-(1-acetylcyclohexyl)-4-methanesulfonyl-phenylmethanesulfonamide, shown below, as a solid (14.4 g, 70%). 1H-NMR (CDCl3) δ 7.95 (d, 2H), 7.68 (d, 2 H), 4.68 (s, 1 H), 4.42 (s, 2 H), 3.06 (s, 3 H), 2.29 (s, 3 H), 2.00-1.25 (m, 10 H); MS (IS): 372.1 [M−H]−

후처리

  1. additionpoured
  2. temperaturewarm into 1 l
  3. customcrushed ice
  4. customdecanted from mercury salts
  5. filtrationthe precipitate was filtered off
  6. washwashed with water
  7. customdried under vacuum at 70° C.

출처 및 근거

ORD 기록
ord-d4270fd881114f89be859f725e401bd2
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396846B2

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