Triethylamine → Hepsulfam

HRID 327661노트

반응식

HRID 327661 반응식
[S:1](Cl)(=[O:4])(=[O:3])[NH2:2].[CH2:6]([OH:14])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][OH:13].C(N(CC)CC)C>C(#N)C>[S:1]([O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][O:14][S:1](=[O:4])(=[O:3])[NH2:2])(=[O:4])(=[O:3])[NH2:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 123811,7-HeptanediolHCID 24499Chlorosulfamic acid

생성물 1

HCID 100606Hepsulfam수율 37%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

The title compound was obtained using the following procedure: The sulfamoyl chloride in acetonitrile solution prepared in (a) was reacted as in Example 12 with 10.5 g (0.0755 mole) of 1,7-heptanediol (95%), 30.3 g (0.300 mole) of triethylamine in 100 ml additional acetonitrile followed by using extracting, washing and concentration procedures of Example 12 through the first evaporation. The viscous residue which solidified on standing was purified by high pressure liquid chromatography using the Waters Associates® Prep LC/System 500A with Prep Pak 500 ® silica. Eluting solvent used was 10:1 mixture methylene chloride-acetone at a flow rate of 200 ml/min. Fractions containing the title compound were combined and the solvents were evaporated under reduced pressure to give a viscous oil which solidified on standing. The solid was recrystallized from wet methylene chloride to give 8.2 g (37% yield) of title compound as white solid, mp 88.5°-90.5° C.

후처리

  1. extractionby using extracting
  2. washwashing
  3. concentrationconcentration procedures of Example 12
  4. customthrough the first evaporation
  5. customwas purified by high pressure liquid chromatography
  6. additionFractions containing the title compound
  7. customthe solvents were evaporated under reduced pressure
  8. customto give a viscous oil which
  9. customThe solid was recrystallized from wet methylene chloride

출처 및 근거

ORD 기록
ord-11b00af6ecb84239b21c8408686fab98
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05273993

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