Phenethylamine → 4-((2-Phenylethyl)aminocarbonyl)benzenesulfonamide

HRID 975324

반응식

HRID 975324 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([OH:3])=O.C(N(CC)CC)C.ClC(OCC)=O.[C:27]1([CH2:33][CH2:34][NH2:35])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>O1CCCC1>[C:27]1([CH2:33][CH2:34][NH:35][C:1]([C:4]2[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=2)=[O:3])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

6

반응물 4

HCID 1001PhenethylamineHCID 8471TriethylamineHCID 8739CarzenideHCID 10928Ethyl chloroformate

생성물 1

HCID 199707484-((2-Phenylethyl)aminocarbonyl)benzenesulfonamide수율 67%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-10 °C

실험 절차

20.1 g (0.1 mol) of 4-carboxybenzenesulfonamide were suspended in 300 ml of anhydrous tetrahydrofuran and treated dropwise at 0° C. with stirring with 15.2 ml (0.11 mol) of triethylamine. After 30 min, 10.5 ml (0.11 mol) of ethyl chloroformate were added dropwise at 0° C., the mixture was stirred at this temperature for 1 h, cooled to -10° C. and 12.1 g (0.1 mol, 12.5 ml) of 2-phenylethylamine in 30 ml of anhydrous tetrahydrofuran were added dropwise. After 1 h at 0° C., the mixture was warmed to 20° C. and concentrated in vacuo, the solid residue was treated with water, filtered off with suction and recrystallized from ethanol, and 20.4 g of product were obtained, M.p. 243°-245° C.

후처리

  1. additiontreated dropwise at 0° C.
  2. waitAfter 1 h at 0° C.
  3. temperaturethe mixture was warmed to 20° C.
  4. concentrationconcentrated in vacuo
  5. additionthe solid residue was treated with water
  6. filtrationfiltered off with suction
  7. customrecrystallized from ethanol

출처 및 근거

ORD 기록
ord-b4596b61bc464c4a8bfb016e889acaa6
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607954

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