N-bromobutanimide → 2-(Bromomethyl)-4-methoxyquinazoline

HRID 1004938Notes

Reaction equation

HRID 1004938 reaction equation
[CH3:1][C:2]1[N:11]=[C:10]([O:12][CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[Br:14]N1C(=O)CCC1=O.BrCC1C=C2C(=CC=1)N=CC=N2.CC1C=C2C(=CC=1)N=CC=N2>C(Cl)(Cl)(Cl)Cl>[Br:14][CH2:1][C:2]1[N:11]=[C:10]([O:12][CH3:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

6

Reactant 4

HCID 67184N-bromobutanimideHCID 2425676-MethylquinoxalineHCID 102145106-(Bromomethyl)quinoxalineHCID 153970664-Methoxy-2-methylquinazoline

Product 1

HCID 179097642-(Bromomethyl)-4-methoxyquinazoline

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

By brominating 2-methyl-4-methoxy-quinazoline [Recl. Trav. Chim. Pays-Bas 76, 401 (1957)] with N-bromosuccinimide in carbon tetrachloride in an analogous manner to the procedure described for the preparation of 6-bromomethylquinoxaline [J. Het. Chem. 11, 595(1974)] from 6-methylquinoxaline there was obtained 2-bromomethyl-4-methoxy-quinazoline as a light yellow solid; MS: 252, 254 (M)+.

Sources & evidence

ORD record
ord-0cde97bb559049b3a1d179fa1019a311
Source dataset
uspto-grants-2000_04
Patent number
US06051712

Reaction notes

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