N-bromobutanimide → HCID 14256487, compound

HRID 2081975Notes

Reaction equation

HRID 2081975 reaction equation
[CH3:1][O:2][C:3]1[N:12]=[C:11]([O:13][CH3:14])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([CH3:15])[CH:9]=2)[N:4]=1.[Br:16]N1C(=O)CCC1=O>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:15][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[N:4]=[C:3]([O:2][CH3:1])[N:12]=[C:11]2[O:13][CH3:14]

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 14256486HCID 14256486, compound

Product 1

HCID 14256487HCID 14256487, compoundYield 102.9%

Reagents, catalysts & solvents 2

HCID 7187Benzoyl PeroxideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 2,4-dimethoxy-6-methylquinazoline (8.2 g), N-bromosuccinimide (7.9 g), benzoyl peroxide (0.19 g) and carbon tetrachloride (200 ml) was heated to reflux for 2 hours. The warm solution was filtered and the filtrate was evaporated to give 6-bromomethyl-2,4-dimethoxyquinazoline (11.7 g), m.p. 138°-143° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. filtrationThe warm solution was filtered
  4. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-3484d60899f54a34a89ec6922d122ee1
Source dataset
uspto-grants-1993_02
Patent number
US05187167

Reaction notes

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