Acetone → 1-Methyl-N5-[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine

HRID 35048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 35048
CS[C:3]([N:7]([CH3:16])[N:8]=CC1C=CC=CC=1)=[N:4][C:5]#[N:6].[NH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]1[CH:23]=[C:24]([CH2:28][N:29]([CH3:31])[CH3:30])[CH:25]=[CH:26][CH:27]=1.CC(C)=O.Cl>O>[CH3:16][N:7]1[C:3]([NH:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([CH2:28][N:29]([CH3:30])[CH3:31])[CH:23]=2)=[N:4][C:5]([NH2:6])=[N:8]1

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 129139503-(3-Aminopropoxy)-N,N-dimethylbenzenemethanamineHCID 54323404methyl N-cyano-1-methyl-2-(phenylmethylene)-hydrazinecarboximidothioate

Produkt 1

HCID 137898531-Methyl-N5-[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamineAusbeute 57,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of N-cyano-1-methyl-2-(phenylmethylene)hydrazine-carboximidothioic acid methyl ester (166 mg) and 3-(3-aminopropoxy)-N,N-dimethylbenzenemethanamine (104 mg) was heated at 45° under a reduced pressure of 20 mm of mercury for 3 hr. Acetone was added, and the resulting solution treated with dilute hydrochloric acid for 1 hour at room temperature. The mixture was diluted with water, washed with ether, basified with excess sodium carbonate and extracted with ethyl acetate. Evaporation of the ethyl acetate extracts gave an oil which crystallised from ethyl acetate/light petroleum b.p. 60°-80° to give the title compound as colourless crystals m.p. 95°-96.5° (87 mg).

Aufarbeitung

  1. temperaturewas heated at 45° under a reduced pressure of 20 mm of mercury for 3 hr
  2. washwashed with ether
  3. extractionextracted with ethyl acetate
  4. customEvaporation of the ethyl acetate extracts
  5. customgave an oil which
  6. customcrystallised from ethyl acetate/light petroleum b.p. 60°-80°

Quellen und Nachweise

ORD-Eintrag
ord-54787bbc82454d0294f90a9f07e5c2b2
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04764612

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