Triethylamine → N-(3-chloropropyl)-4-nitrobenzamide

HRID 413976

Reaktionsgleichung

Reaktionsgleichung von HRID 413976
[Cl:1][CH2:2][CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[N+:13]([C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1)([O-:15])=[O:14]>C(Cl)Cl>[Cl:1][CH2:2][CH2:3][CH2:4][NH:5][C:20](=[O:21])[C:19]1[CH:18]=[CH:17][C:16]([N+:13]([O-:15])=[O:14])=[CH:24][CH:23]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 846293-Chloropropylamine

Produkt 1

HCID 3421653N-(3-chloropropyl)-4-nitrobenzamideAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 6.43 g (49 mmol) 3chloropropylamine and 13.6 ml (98 mmol) triethylamine in 220 ml methylene chloride was cooled by an ice bath and 9 g (48.5 mmol) 4-nitrobenzoyl chloride were added fractionwise. After one hour stirring at room temperature the organic phase was washed twice with water, dried over MgSO4 and concentrated in vacuo to afford 10.68 g (91%) of beige crystals. 1H NMR was consistent with the desired structure.

Aufarbeitung

  1. washwas washed twice with water
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-05c21b4c0a3e4e1bb8ccb86f776fa136
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06570037B2

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