Chlorosulfamic acid → 2,2-diphenyl-1,3-bis-O-sulfamyl-1,3-propanediol

HRID 1973472노트

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HRID 1973472 반응식
[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([CH2:10][OH:11])[CH2:8][OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[S:20](Cl)(=[O:23])(=[O:22])[NH2:21]>C(COC)OC>[C:1]1([C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([CH2:8][O:9][S:20](=[O:23])(=[O:22])[NH2:21])[CH2:10][O:11][S:20](=[O:23])(=[O:22])[NH2:21])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 24499Chlorosulfamic acidHCID 24758Sodium hydrideHCID 4104452,2-Diphenylpropane-1,3-diol

생성물 1

HCID 203689762,2-diphenyl-1,3-bis-O-sulfamyl-1,3-propanediol

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매3회

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온도
4 °C

실험 절차

To a solution of 17.3 g. (0.076 mol.) of 2,2-diphenyl-1,3-propanediol in 200 ml. of dimethoxyethane is added 12.7 g. (0.3 mol.) of 57% sodium hydride followed by an additional 400 ml. of dimethoxyethane. After stirring overnight the suspension is cooled to 4° C. A solution of 31.2 g. (0.27 mol.) of sulfamoyl chloride in 600 ml. of dimethoxyethane is then added dropwise. The suspension is stirred overnight at room temperature. After filtering the mixture the filtrate is concentrated and the residue washed with heptane. Chromatography on SilicAR, CC-7, followed by crystallization affords 2,2-diphenyl-1,3-bis-O-sulfamyl-1,3-propanediol.

후처리

  1. stirringThe suspension is stirred overnight at room temperature
  2. filtrationAfter filtering the mixture the filtrate
  3. concentrationis concentrated
  4. washthe residue washed with heptane
  5. customChromatography on SilicAR, CC-7, followed by crystallization

출처 및 근거

ORD 기록
ord-230138b3642e4da3b310957da7f385ae
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03997585

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