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Cyclohexylamine → 4-(Cyclohexylamino)butane-2-sulfonic acid

HRID 239800
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반응식

HRID 239800 반응식
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:8][CH:9]1[S:13](=[O:15])(=[O:14])[O:12][CH2:11][CH2:10]1>O1CCCC1>[CH:1]1([NH:7][CH2:11][CH2:10][CH:9]([S:13]([OH:15])(=[O:14])=[O:12])[CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

4

반응물 2

HCID 7965CyclohexylamineHCID 707161,2-Oxathiolane, 3-methyl-, 2,2-dioxide

생성물 1

HCID 589318334-(Cyclohexylamino)butane-2-sulfonic acid수율 59%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of cyclohexylamine (1.50 g, 15.1 mmol) in tetrahydrofuran (15 mL) was added 2,4-butane sultone (2.04 g, 14.4 mmol). The solution stirred at reflux for 2 hours. The reaction was cooled to room temperature. The solid was collected by filtration and dried in vacuo. Yield: 59%. 1H NMR (DMSO, 500 MHz) δ ppm 8.50 (s (broad), 1H), 3.02 (m, 2H), 2.93 (m, 1H), 2.60 (m, 1H), 1.93 (m, 3H), 1.75 (m, 3H), 1.57 (m, 1H), 1.21 (m, 4H), 1.11 (m, 4H). 13C (DMSO, 125 MHz) δ ppm 56.23, 53.20, 43.09, 29.54, 29.41, 29.39, 25.40, 24.42, 17.23. ES-MS 234 (M−1).

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후처리

  1. temperatureat reflux for 2 hours
  2. filtrationThe solid was collected by filtration
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-876a7a95927849deb4ab48a1184c4cdb
출처 데이터셋
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08642801B2

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