1-Chloro-2-nitrobenzene → 5-methyl-N-(2-nitrophenyl)-2-furanmethanamine

HRID 620476

Reaktionsgleichung

Reaktionsgleichung von HRID 620476
[CH3:1][C:2]1[O:6][C:5]([CH2:7][NH2:8])=[CH:4][CH:3]=1.Cl[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-:18])=[O:17]>C(N(CC)CC)C>[CH3:1][C:2]1[O:6][C:5]([CH2:7][NH:8][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N+:16]([O-:18])=[O:17])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 69451-Chloro-2-nitrobenzeneHCID 27246835-Methyl-2-furylmethylamine

Produkt 1

HCID 141828815-methyl-N-(2-nitrophenyl)-2-furanmethanamineAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A mixture of 40 parts of 5-methyl-2-furanmethanamine, 46 parts of 1-chloro-2-nitrobenzene and 210 parts of N,N-diethylethanamine was stirred and refluxed for 2 days. The reaction mixture was evaporated, water was added and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by filtration over silica gel using trichloromethane as eluent. The filtrate was evaporated, yielding 62 parts (89%) of 5-methyl-N-(2-nitrophenyl)-2-furanmethanamine as a residue (intermediate 2).

Aufarbeitung

  1. temperaturerefluxed for 2 days
  2. customThe reaction mixture was evaporated
  3. additionwater was added
  4. extractionthe product was extracted with dichloromethane
  5. customThe extract was dried
  6. filtrationfiltered
  7. customevaporated
  8. filtrationThe residue was purified by filtration over silica gel
  9. customThe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-1f8a7b6f4fd84874ac5a3ad0dff613a5
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04820822

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