3-Chloro-2-methylaniline → N-(o-Chlorobenzylidene)-2-methyl-3-chloroaniline

HRID 47087

Reaktionsgleichung

Reaktionsgleichung von HRID 47087
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[Cl:10][C:11]1[C:12]([CH3:18])=[C:13]([CH:15]=[CH:16][CH:17]=1)[NH2:14]>C(O)C>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[N:14][C:13]1[CH:15]=[CH:16][CH:17]=[C:11]([Cl:10])[C:12]=1[CH3:18]

Komponenten

4

Edukt 2

HCID 68943-Chloro-2-methylanilineHCID 69962-Chlorobenzaldehyde

Produkt 1

HCID 13017551N-(o-Chlorobenzylidene)-2-methyl-3-chloroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

o-Chlorobenzaldehyde (0.20 mole) was treated with 3-chloro-2-methylaniline (0.20 mole) with vigorous stirring in a 1 liter Erlenmeyer Flask. After 15 mins., 33 cc of 95% ethanol was added and the reaction mixture was stirred vigorously for an additional 5 mins. The reaction mixture was left standing at room temperature for 10 mins., then it was placed in an ice-bath for 0.5 hr. The crystals which formed were collected, washed with 95% ethanol and air dried. Recrystallization from 85% ethanol gave N-(o-chlorobenzylidene)-3-chloro-2-methylaniline. m.p. 83°-85° C.

Aufarbeitung

  1. stirringthe reaction mixture was stirred vigorously for an additional 5 mins
  2. waitThe reaction mixture was left
  3. waitstanding at room temperature for 10 mins
  4. wait, then it was placed in an ice-bath for 0.5 hr
  5. customThe crystals which formed
  6. customwere collected
  7. washwashed with 95% ethanol and air
  8. customdried
  9. customRecrystallization from 85% ethanol

Quellen und Nachweise

ORD-Eintrag
ord-8697aaa5d6ba4de79d18df518c4263a8
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04176198

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