Ici 109,081 → HCID 178429567, compound

HRID 1088218Notes

Reaction equation

HRID 1088218 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.CS[C:18]1[NH:27][C:26](=[O:28])[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1>N1C=CC=CC=1>[O:28]=[C:26]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[NH:19][C:18]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=3)=[CH:4][CH:3]=2)=[N:27]1

Participants

4

Reactant 2

HCID 161928Ici 109,081HCID 1354271042-(Methylsulfanyl)quinazolin-4(1H)-one

Product 1

HCID 178429567HCID 178429567, compoundYield 19.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A stirred mixture of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-3(2H)-pyridazinone (2 g) and 2-methylthio-4-quinazolinone (2.98 g) in dry pyridine (15 ml) was heated under reflux for 90 hours. The mixture was filtered and the solid digested with boiling acetonitrite to leave a solid (0.66 g), m.p. 313°-319° C. The combined filtrates were evaporated and the residue was heated with pyridine (3 ml) in the absence of a condenser, in an oil bath at 160° C. for 3 hours. The residue was digested with acetonitrile as before to give the title compound, (0.55 g), m.p. 312°-315° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 90 hours
  3. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-9f5de6471ceb447db7e7eca7bf8f2a3b
Source dataset
uspto-grants-1990_10
Patent number
US04962110

Reaction notes

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