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

HRID 237174

反応式

HRID 237174 の反応式
[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]

参加物

5

反応物 3

HCID 6115AnilineHCID 14264Propane sultoneHCID 81531Diisopropylethylamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-ea36cede2a55439582f41fdf9e0414d9
出典データセット
uspto-grants-2014_02
特許番号
US08642014B2

関連ノート

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