2'-Chloro-4'-nitrovaleranilide → N-(4-amino-2-chlorophenyl)pentanamide

HRID 46495

Reaktionsgleichung

Reaktionsgleichung von HRID 46495
[Cl:1][C:2]1[CH:14]=[C:13]([N+:15]([O-])=O)[CH:12]=[CH:11][C:3]=1[NH:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9]>C(O)(=O)C.[Fe]>[NH2:15][C:13]1[CH:12]=[CH:11][C:3]([NH:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9])=[C:2]([Cl:1])[CH:14]=1

Komponenten

4

Edukt 1

HCID 36282822'-Chloro-4'-nitrovaleranilide

Produkt 1

HCID 4257591N-(4-amino-2-chlorophenyl)pentanamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

2'-Chloro-4'-nitrovaleranilide (13.0 g.) is dissolved in warm glacial acetic acid (100 ml.) and iron powder (14 g.) is added portionwise to maintain gentle boiling. The resulting reaction mixture is refluxed for one-half hour and filtered. The filtrate is evaporated under reduced pressure and the residue is triturated with water. The solid that forms is collected (11.5 g.) and recrystallized from cyclohexane to yield 7.5 g., m.p. 96.5°-99° C.

Aufarbeitung

  1. temperatureto maintain gentle boiling
  2. customThe resulting reaction mixture
  3. temperatureis refluxed for one-half hour
  4. filtrationfiltered
  5. customThe filtrate is evaporated under reduced pressure
  6. customthe residue is triturated with water
  7. customThe solid that forms is collected (11.5 g.)
  8. customrecrystallized from cyclohexane
  9. customto yield 7.5 g

Quellen und Nachweise

ORD-Eintrag
ord-b58934a5907f46ceb67f31a793b7aafc
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04173646

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