Thiopheneethanamine → N,N'-bis[2-(2-thienyl)ethyl]-2,4-quinazolinediamine

HRID 35841

Reaktionsgleichung

Reaktionsgleichung von HRID 35841
Cl[C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[CH2:18][CH2:19][NH2:20].[NH4+:21].[OH-].O>>[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1[CH2:18][CH2:19][NH:20][C:2]1[N:11]=[C:10]([NH:21][CH2:19][CH2:18][C:14]2[S:13][CH:17]=[CH:16][CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Komponenten

4

Edukt 3

HCID 116521ThiopheneethanamineHCID 2528862,4-DichloroquinazolineHCID 86589665Water ammonium hydroxide

Produkt 1

HCID 19939107N,N'-bis[2-(2-thienyl)ethyl]-2,4-quinazolinediamineAusbeute 50 %

Versuchsvorschrift

A mixture of 1.4 g of 2,4-dichloroquinazoline and 3.5 g of 2-(2-thienyl)ethylamine was stirred under nitrogen at 160°-165° C. for one hour, then cooled. To the mixture 200 ml of a 50/50 mixture of NH4OH/water was added. The product was extracted into CH2Cl2, and this solution was concentrated to dryness. The residue was purified by HPLC (silica gel, 80% pentane/20% EtOAc) to provide 1.3 g of the title product Yield: 50.0% M.P. oil.

Aufarbeitung

  1. temperaturecooled
  2. additionwas added
  3. extractionThe product was extracted into CH2Cl2
  4. concentrationthis solution was concentrated to dryness
  5. customThe residue was purified by HPLC (silica gel, 80% pentane/20% EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-66980cfb57c943fd88cc5c63cba1c89d
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05411963

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