Formamide → 2,4-diphenylquinazoline

HRID 919175Notes

Reaction equation

HRID 919175 reaction equation
[N:1]1([CH:10]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)C(C2C=CC=CC=2)=O)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2N=N1.[CH:25]([NH2:27])=O>>[C:19]1([C:10]2[N:27]=[C:25]([C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:4]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[N:1]=2)[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 713FormamideHCID 2912246HCID 2912246, compound

Product 1

HCID 3197912,4-diphenylquinazolineYield 50%

Procedure

The conversion of benzotriazene derivatives into 4-phenyl quinazolines, such as the transformation of 1,2-diaryl-2-(benzotriazol-1-yl)enamines prepared from lithiated (α-arylbenzotriazol-1-yl)methane and nitriles to afford 2,4-arylquinazolines, and the reaction between 2-(benzotriazol-1-yl)-1,2-diphenylethanone and formamide at 150° C. to afford 50% of 2,4-diphenylquinazoline [41]; and

Sources & evidence

ORD record
ord-14cb6ed0e28140ff9a9df9f236cd93b3
Source dataset
uspto-grants-2016_03
Patent number
US09273012B2

Reaction notes

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