Sulfanilic acid → 4-(7-Chloro-4-quinazolinylamino)benzenesulphonic acid

HRID 235648Notes

Reaction equation

HRID 235648 reaction equation
[S:1]([OH:11])(=[O:10])([C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1)=[O:2].Cl[C:13]1[C:22]2[C:17](=[CH:18][C:19]([Cl:23])=[CH:20][CH:21]=2)[N:16]=[CH:15][N:14]=1>C(O)C>[Cl:23][C:19]1[CH:18]=[C:17]2[C:22]([C:13]([NH:9][C:6]3[CH:5]=[CH:4][C:3]([S:1]([OH:11])(=[O:10])=[O:2])=[CH:8][CH:7]=3)=[N:14][CH:15]=[N:16]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 8479Sulfanilic acidHCID 2418814,7-Dichloroquinazoline

Product 1

HCID 50700704-(7-Chloro-4-quinazolinylamino)benzenesulphonic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sulphanilic acid (12.1 g, 0.07 mole) was partly dissolved in 280 milliliters of aqueous ethanol (50% by volume) at reflux and 4,7-dichloroquinazoline (13.9 g, 0.07 mole) was added rapidly in a few portions. The mixture was refluxed for a further 15 minutes, cooled and filtered to give the title compound hemihydrate of melting point greater than 300° C.

Workup

  1. temperatureat reflux
  2. temperatureThe mixture was refluxed for a further 15 minutes
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-c67b16b9bcf045c5b305db6f3281943d
Source dataset
uspto-grants-1987_02
Patent number
US04640920

Reaction notes

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