Propane sultone → 3-(cyclopropylamino)propane-1-sulfonic Acid

HRID 2175239노트

반응식

HRID 2175239 반응식
[CH2:1]1[CH2:7][S:4](=[O:6])(=[O:5])[O:3][CH2:2]1.[CH:8]1([NH2:11])[CH2:10][CH2:9]1>C1COCC1>[CH:8]1([NH:11][CH2:2][CH2:1][CH2:7][S:4]([OH:3])(=[O:6])=[O:5])[CH2:10][CH2:9]1

참가 물질

4

반응물 2

HCID 14264Propane sultoneHCID 69828Cyclopropylamine

생성물 1

HCID 114011103-(cyclopropylamino)propane-1-sulfonic Acid수율 17%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

To a solution of 1,3-propane sultone (2.246 g, 18.39 mmol) in THF (20.0 mL) was added cyclopropanamine (1.214 mL, 17.51 mmol) at room temperature. Upon completion of addition, the reaction mixture was stirred at 40° C. for 30 min, at which point the mixture became a thick white paste. At the conclusion of this period, the reaction mixture was vigorously stirred at 65° C. for 2 h. After cooling to room temperature, the resulting solid was collected by filtration to afford the tilted compound (0.522 g, 17% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.67 (br. s, 1H), 3.12 (t, J=6.9 Hz, 2H), 2.72-2.63 (m, 1H), 2.60 (t, J=6.8 Hz, 2H), 2.51-2.46 (m, 1H), 1.97-1.85 (m, 2H), 0.79-0.70 (m, 4H).

후처리

  1. additionUpon completion of addition
  2. stirringAt the conclusion of this period, the reaction mixture was vigorously stirred at 65° C. for 2 h
  3. temperatureAfter cooling to room temperature
  4. filtrationthe resulting solid was collected by filtration

출처 및 근거

ORD 기록
ord-c9aa8f09952e421f9572d2bf07c16cb6
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062028B2

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