2,6-Lutidine → HCID 18952365, compound

HRID 326804Notes

Reaction equation

HRID 326804 reaction equation
N1C(C)=CC=CC=1C.[Cl:9][C:10]1[C:19]2[C:14](=[C:15]([OH:21])[CH:16]=[CH:17][C:18]=2[Cl:20])[N:13]=[CH:12][N:11]=1.[Br:22]Br>C(Cl)(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[Br:22][C:16]1[C:15]([OH:21])=[C:14]2[C:19]([C:10]([Cl:9])=[N:11][CH:12]=[N:13]2)=[C:18]([Cl:20])[CH:17]=1

Participants

6

Reactant 3

HCID 79372,6-LutidineHCID 24408BromineHCID 18952355HCID 18952355, compound

Product 1

HCID 18952365HCID 18952365, compound

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6212ChloroformSolvent2×

Procedure

2,6-Lutidine (0.27 mL, 0.248 g, 2.32 mmol) is added to a solution of 4,5-dichloro-8-quinazolinol (0.5 g, 2.33 mmol) in chloroform at ice bath temperature. A solution of bromine in carbontetrachloride (2.4 mL, 1.0 molar) is then added dropwise to the reaction mixture and a precipitate forms. The reaction mixture is diluted with chloroform, washed sequentially with water and saturated NAHCO3 solution, dried over MgsO4 and concentrated in vacuo to give the title product as a yellow solid, 0.7 g, mp 156.5° C. (dec.).

Workup

  1. washwashed sequentially with water and saturated NAHCO3 solution
  2. customdried over MgsO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a4bb51cdd74b48be97e846e1d12b10b9
Source dataset
uspto-grants-1993_12
Patent number
US05270466

Reaction notes

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