O-Toluidine → 4(1H)-Quinazolinone

HRID 973572Notes

Reaction equation

HRID 973572 reaction equation
CS[C:3]1[NH:12][C:11](=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1.NC1C(C)=CC=CC=1>C(O)C>[N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:11](=[O:13])[NH:12][CH:3]=1

Participants

4

Reactant 2

HCID 7242O-ToluidineHCID 1354271042-(Methylsulfanyl)quinazolin-4(1H)-one

Product 1

HCID 1354087534(1H)-QuinazolinoneYield 140.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methylthio-4-quinazolone (10.0 g, 0.052 mol) was fused with o-toluidine (8.35 g, 0.078 mol) at 160°. After 4 hours, the solid was treated with ethanol, and filtered to give 2-methylphenylamino)-4-quinazolone (10.7 g, 82%) m.p. 278°-280°.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-0ed04304e00b428f86a81cd99908a783
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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