Aniline → 2-Chloro-6-methoxy-4-phenylamino-quinazoline

HRID 50540Notes

Reaction equation

HRID 50540 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(N(CC)C(C)C)(C)C>>[Cl:1][C:2]1[N:11]=[C:10]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:13][CH3:14])[CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 6115AnilineHCID 81531DiisopropylethylamineHCID 99913972,4-Dichloro-6-methoxyquinazoline

Product 1

HCID 226398172-Chloro-6-methoxy-4-phenylamino-quinazoline

Procedure

In a procedure analogous to that of Example 1a 2,4-dichloro-6-methoxy-quinazoline (1.53 g) (prepared as described in J. Chem. Soc. 1948, 1759), aniline (0.8 g) (0.184 g) and N,N-diisopropyl-ethylamine (1.72 g) are reacted together to give 2-chloro-6-methoxy-4-phenylamino-quinazoline as light yellow crystals melting at 177-179° C., Rf (A2) 0.59.

Sources & evidence

ORD record
ord-a72891419a4140c4b6d116107cbb0a6a
Source dataset
uspto-grants-2004_03
Patent number
US06713265B1

Reaction notes

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