Aniline → Di[ethyl(diisopropyl)ammonium] 3-(3-sulfonatopropylanilino)-1-propanesulfonate

HRID 237174

반응식

HRID 237174 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:8]([N:11]([CH2:15][CH3:16])[CH:12]([CH3:14])[CH3:13])([CH3:10])[CH3:9].[CH2:17]1[S:21](=[O:23])(=[O:22])[O:20][CH2:19][CH2:18]1>C(#N)C>[S:21]([CH2:17][CH2:18][CH2:19][N:1]([CH2:14][CH2:12][CH2:13][S:21]([O-:23])(=[O:22])=[O:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([O-:20])(=[O:23])=[O:22].[CH2:15]([NH+:11]([CH:12]([CH3:14])[CH3:13])[CH:8]([CH3:10])[CH3:9])[CH3:16].[CH2:17]([NH+:1]([CH:2]([CH3:3])[CH3:7])[CH:8]([CH3:10])[CH3:9])[CH3:18]

참가 물질

5

반응물 3

HCID 6115AnilineHCID 14264Propane sultoneHCID 81531Diisopropylethylamine

생성물 1

HCID 86646640Di[ethyl(diisopropyl)ammonium] 3-(3-sulfonatopropylanilino)-1-propanesulfonate수율 94%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of aniline (7 mmol), N,N-diisopropylethylamine (DIPEA, 18 mmol) and propane sultone (16 mmol) was heated in a pressure tube in 10 mL of acetonitrile at 120-130° C. for 9 h under argon atmosphere. The solvent was evaporated and ethylacetate was added. The precipitated DIPEA bromide was filtered off and the filtrate was evaporated. The residue was treated with ether to give di[ethyl(diisopropyl)ammonium] 3-(3-sulfonatopropylanilino)-1-propanesulfonate as a white or pinky-white solid. Yield: 94%.

후처리

  1. customThe solvent was evaporated
  2. additionethylacetate was added
  3. filtrationThe precipitated DIPEA bromide was filtered off
  4. customthe filtrate was evaporated
  5. additionThe residue was treated with ether

출처 및 근거

ORD 기록
ord-ea36cede2a55439582f41fdf9e0414d9
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642014B2

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