Thionyl Chloride → N-(3-chloropropyl)-2-nitro-4-(trifluoromethyl)benzenamine

HRID 1413484Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1413484
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[NH:14][CH2:15][CH2:16][CH2:17]O)([O-:3])=[O:2].S(Cl)([Cl:21])=O>ClC(Cl)Cl>[Cl:21][CH2:17][CH2:16][CH2:15][NH:14][C:5]1[CH:6]=[CH:7][C:8]([C:10]([F:13])([F:12])[F:11])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 28475091-Propanol, 3-[[2-nitro-4-(trifluoromethyl)phenyl]amino]-

Produkt 1

HCID 20506352N-(3-chloropropyl)-2-nitro-4-(trifluoromethyl)benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To a stirred mixture of 26 parts of 3-{[2-nitro-4-(trifluoromethyl)phenyl]amino}-1-propanol and 150 parts of trichloromethane are added dropwise 40 parts of sulfinyl chloride. Upon completion, stirring is continued overnight at reflux temperature. The reaction mixture is evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5) as eluent. The pure fractions are collected and the eluent is evaporated, yielding N-(3-chloropropyl)-2-nitro-4-(trifluoromethyl)benzenamine as a residue.

Aufarbeitung

  1. temperatureat reflux temperature
  2. customThe reaction mixture is evaporated
  3. customThe residue is purified by column-chromatography over silica gel using
  4. additiona mixture of trichloromethane and methanol (95:5) as eluent
  5. customThe pure fractions are collected
  6. customthe eluent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8a7f95ea7473402a9790d4fa7dcb0096
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04250176

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