Chloroform → 2,5-Dichloroquinazolin-8-ol

반응식

[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(Cl)(Cl)[Cl:14]>>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][C:8]=2[Cl:14])[N:3]=1

참가 물질

반응물 2

HCID 6212Chloroform

HCID 591992302-Chloro-8-quinazolinol

생성물 1

HCID 591992212,5-Dichloroquinazolin-8-ol수율 65%

반응 조건

온도: 40 °C

실험 절차

To a solution of 2-chloroquinazolin-8-ol (1 eq) in chloroform was added N-chlosuccinimide (1 eq) and the resulting mixture was heated to 40° C. for 2 h. The chlorination goes to completion giving 2,5-dichloroquinazolin-8-ol in 65% yield. 25% of the reaction was 2,7-dichloroquinazolin-8-ol and 15% of the reaction mixture was 2,5,8-trichloro quinazolin-8-ol. The reaction mixture was concentrated and the crude was purified by silica gel. The structures of the isomers were confirmed by 1H NMR and by LC/MS. ES/MS m/z 215 (MH+).