3,4,5-Trimethoxybenzaldehyde → 2,4-Diamino-6-[(3,4,5-trimethoxyphenylmethyl)imino]quinazoline

HRID 52617

Reaktionsgleichung

Reaktionsgleichung von HRID 52617
[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH2:14])[C:8]=2Cl)[N:3]=1.[CH3:15][O:16][C:17]1[CH:18]=[C:19]([CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26])[CH:20]=O.[H][H]>[Ni].C(OCCO)C>[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[CH2:8][C:7](=[N:14][CH2:20][C:19]3[CH:22]=[C:23]([O:27][CH3:28])[C:24]([O:25][CH3:26])=[C:17]([O:16][CH3:15])[CH:18]=3)[CH:6]=[CH:5][C:4]=2[N:3]=1

Komponenten

6

Edukt 3

HCID 68583,4,5-TrimethoxybenzaldehydeHCID 1522172,4,6-Triamino-5-chloroquinazolineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 675711472,4-Diamino-6-[(3,4,5-trimethoxyphenylmethyl)imino]quinazoline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 8076Glycol monoethyl etherLösungsmittel

Versuchsvorschrift

In a similar manner, 2,4,6-triamino-5-chloroquinazoline can be reacted with 3,4,5-trimethoxybenzaldehyde and hydrogen in the presence of Raney nickel in 2-ethoxyethanol, affording the corresponding 2,4-diamino-6-[(3,4,5-trimethoxyphenylmethyl)imino]quinazoline. Step C of Example 15 describes in detail the preparation of this compound. In a similar manner there may also be prepared 2,4-diamino-6-(substituted-aminomethyl)quinazolines.

Quellen und Nachweise

ORD-Eintrag
ord-c08e66a8408a4e4eb012f3af00073397
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616718

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