N-(3-Chlorophenyl)-6,7-dimethoxy-4-quinazolinamine → 6,7-Dihydroxy-4-(3'-chloroanilino)quinazoline

HRID 52032

Reaction equation

C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13]C)[N:9]=[CH:8][N:7]=[C:6]2[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1.C([S-])C.[Na+]>>[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[OH:13])[N:9]=[CH:8][N:7]=[C:6]2[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1

Participants

Reactant 2

HCID 2051N-(3-Chlorophenyl)-6,7-dimethoxy-4-quinazolinamine

HCID 4459711Sodium ethanethiolate

Product 1

HCID 1356820006,7-Dihydroxy-4-(3'-chloroanilino)quinazolineYield 68%

Procedure

Using an analogous procedure to that described in Example 4, 6,7-dimethoxy-4-(3'-chloroanilino)quinazoline was reacted with sodium ethanethiolate to give 6,7-dihydroxy-4-(3'-chloroanilino)quinazoline in 68% yield, m.p. 233°-235° C.

Sources & evidence

ORD record: ord-ea8bfac9caf943ed86da84b26f5329af
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05616582

Linked notes

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