Phenyl-1-naphthylamine → N'-Methyl-N-naphthalen-1-yl-N-phenylurea

HRID 620470

Reaktionsgleichung

Reaktionsgleichung von HRID 620470
[C:1]1([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH3:18][N:19]=[C:20]=[O:21]>C1(C)C=CC=CC=1.P([O-])(OCCCC)(OCCCC)=O>[CH3:18][NH:19][C:20]([N:11]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)=[O:21]

Komponenten

5

Edukt 2

HCID 7013Phenyl-1-naphthylamineHCID 12228Methyl Isocyanate

Produkt 1

HCID 14204126N'-Methyl-N-naphthalen-1-yl-N-phenylureaAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3790919Dibutyl phosphate anionKatalysatorHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

0.5 mole of α-naphthyl-phenylamine was taken together with 0.53 mole of methyl isocyanate and 0.6 g of di-n-butyl phosphate in 150 ml of toluene. The mixture was warmed at 100° C. for 24 hours, with stirring, and then cooled to 10° C. After the product had been filtered off, washed with 150 ml of cold toluene and dried, 0.4 mole of N-methyl-N'-phenyl-N'-α-naphthyl-urea was obtained. Melting point: 146° C./yield: 80% of theory,

Aufarbeitung

  1. temperaturecooled to 10° C
  2. filtrationAfter the product had been filtered off
  3. washwashed with 150 ml of cold toluene
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-625c0446b99e477bb001c8bb684aae95
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04820871

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