Pyridine → N-[4-(hexadecylamino)benzoyl]-2-methylalanine

HRID 2163760

Reaktionsgleichung

Reaktionsgleichung von HRID 2163760
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].N1C=CC=CC=1.Cl.[CH2:15]([NH:31][C:32]1[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][CH:33]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]>O>[CH2:15]([NH:31][C:32]1[CH:33]=[CH:34][C:35]([C:36]([NH:1][C:2]([CH3:7])([C:3]([OH:5])=[O:4])[CH3:6])=[O:37])=[CH:39][CH:40]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6119Aminoisobutyric acidHCID 132553224-Hexadecylaminobenzoyl chloride hydrochloride

Produkt 1

HCID 20437359N-[4-(hexadecylamino)benzoyl]-2-methylalanine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5.24 g. of α-aminoisobutyric acid, 50 ml. of pyridine, and 25 ml. of H2O was stirred while 21.1 g. of 4-(hexadecylamino)benzoyl chloride hydrochloride was added. The mixture was stirred for 18 hours at ambient temperature and filtered. The filtrate was evaporated and the residual yellow glass was dissolved in 1N NaOH solution. The solution was extracted with diethyl ether and then acidified with 6N HCl. The precipitate was collected, dried, and recrystallized from acetone, melting point 199°-202° C.

Aufarbeitung

  1. additionA mixture of 5.24 g
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionthe residual yellow glass was dissolved in 1N NaOH solution
  5. extractionThe solution was extracted with diethyl ether
  6. customThe precipitate was collected
  7. customdried
  8. customrecrystallized from acetone, melting point 199°-202° C.

Quellen und Nachweise

ORD-Eintrag
ord-d18ac09ae513412d9978072dc658ccd1
Quelldatensatz
uspto-grants-1979_01
Patentnummer
US04136256

Verknüpfte Notizen

Wird geladen…