Acetic Acid → 10-Oxo-10H-pyridazino[6,1-b]quinazoline-2-carboxylic acid

HRID 1413423Notes

Reaction equation

HRID 1413423 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[C:11]([OH:14])(=O)[CH3:12]>N1C=CC=CC=1>[O:14]=[C:11]1[C:12]2[CH:8]=[CH:5][CH:4]=[CH:3][C:2]=2[N:7]=[C:2]2[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[N:6][N:7]12

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 64157626-chloropyridazine-3-carboxylic Acid

Product 1

HCID 1266568110-Oxo-10H-pyridazino[6,1-b]quinazoline-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A precipitate is obtained when a mixture of methyl anthraniliate (4.78 g, 31.6 mmol), 6-chloropyridazine-3-carboxylic acid (5.0 g, 31.6 mmol) and 50 ml of acetic acid is heated at reflux for 21 hrs; m.p. 246°-50° C. This crude material is recyrstallized from pyridine giving the anlytical sample, m.p. 239°-43° C. (dec.).

Workup

  1. customA precipitate is obtained when
  2. temperatureis heated
  3. temperatureat reflux for 21 hrs

Sources & evidence

ORD record
ord-43a0cc5fc4d2482e8a8dc283a00e828f
Source dataset
uspto-grants-1981_02
Patent number
US04250177

Reaction notes

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