4,7-Dichloroquinazoline → benzaldehyde N1-(7-chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride

HRID 597063Notes

Reaction equation

HRID 597063 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:5][CH:4]=1.[Cl:18][C:19]1[C:28]2[C:23](=[CH:24][C:25]([Cl:29])=[CH:26][CH:27]=2)[N:22]=[CH:21][N:20]=1>>[ClH:18].[Cl:29][C:25]1[CH:24]=[C:23]2[C:28]([C:19]([N:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)[N:10]=[CH:11][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[N:20][CH:21]=[N:22]2)=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 2418814,7-DichloroquinazolineHCID 86734560HCID 86734560, compound

Product 1

HCID 86734558benzaldehyde N1-(7-chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride

Procedure

The starting materials were obtained as described in Example 18 for acetaldehyde N1 -(7-chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride. Thus, from acetone p-methoxyphenylhydrazone and 4,7-dichloroquinazoline, there was obtained acetone N1 -(7-chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride [this compound was unstable; the free base was shown to be pure by TLC (system C) when first isolated, but it decomposed on keeping] and from benzaldehyde p-methoxyphenylhydrazone and 4,7-dichloroquinazoline, there was obtained benzaldehyde N1 -(7-chloroquinazolin-4-yl)-p-methoxyphenylhydrazone hydrochloride, m.p. 227°-228° C.

Workup

  1. customfirst isolated

Sources & evidence

ORD record
ord-71a79c84acdb4c6dacd6df5ab7567175
Source dataset
uspto-grants-1977_03
Patent number
US04012513

Reaction notes

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