Dicyclohexylcarbodiimide → S-(4-Isothiocyanatophenyl) 4-butylsulphanylthiobenzoate

HRID 1901394노트

반응식

HRID 1901394 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([S:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([OH:27])=O)=[CH:23][CH:22]=1)[CH2:17][CH2:18][CH3:19].[N:30]([C:33]1[CH:38]=[CH:37][C:36]([SH:39])=[CH:35][CH:34]=1)=[C:31]=[S:32]>ClCCl>[CH2:16]([S:20][C:21]1[CH:22]=[CH:23][C:24]([C:25]([S:39][C:36]2[CH:37]=[CH:38][C:33]([N:30]=[C:31]=[S:32])=[CH:34][CH:35]=2)=[O:27])=[CH:28][CH:29]=1)[CH2:17][CH2:18][CH3:19]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 4217574-(Butylthio)benzoic acidHCID 233673904-Isothiocyanatobenzene-1-thiol

생성물 1

HCID 86750022S-(4-Isothiocyanatophenyl) 4-butylsulphanylthiobenzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N,N'-dicyclohexylcarbodiimide (1.95 g, 0.009 mol), was added in one portion to a stirred solution of compound 2 (1.67 g, 0.008 mol), compound 3 (1.59 g, 0.009 mol) and 4-(N-pyrrolidino)pyridine (0.39 g, 0.003 mol) in dry dichloromethane (50 ml) at room temperature. The reaction mixture was stirred at room temperature overnight. The product was extracted into ether (200 ml) and was washed with aqueous potassium hydroxide solution (5%, 2×250 ml). The ether layer was evaporated in vacuo and the product was purified by column chromatography [silica gel/petroleum fraction (bp 40°-60° C.), dichloromethane, 1:1] and was recrystallised from cyclohexane to afford a white solid which was dried in vacuo.

후처리

  1. extractionThe product was extracted into ether (200 ml)
  2. washwas washed with aqueous potassium hydroxide solution (5%, 2×250 ml)
  3. customThe ether layer was evaporated in vacuo
  4. customthe product was purified by column chromatography [silica gel/petroleum fraction (bp 40°-60° C.), dichloromethane, 1:1]
  5. customwas recrystallised from cyclohexane
  6. customto afford a white solid which
  7. customwas dried in vacuo

출처 및 근거

ORD 기록
ord-765656fb180749249d5ded94745e1ac8
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05578242

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