Bromine → HCID 135823920, compound

HRID 1579991Notes

Reaction equation

HRID 1579991 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][N:5]1[CH2:14][C:13](=[O:15])[NH:12][C:6]1=[N:7]2.[Br:16]Br>[N+](C)([O-])=O>[Cl:1][C:2]1[C:11]([Br:16])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][N:5]1[CH2:14][C:13](=[O:15])[NH:12][C:6]1=[N:7]2

Participants

4

Reactant 2

HCID 24408BromineHCID 136125465HCID 136125465, compound

Product 1

HCID 135823920HCID 135823920, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

To a solution of 1.30 g (8 mmole) of anhydrous ferric chloride in 30 ml of nitromethane was added 1.30 g (5 mmole) of solid 6-chloro-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-2-one and 0.80 g (5 mmole) of bromine. The system was stoppered, warmed to 50° in an oil bath overnight, cooled to room temperature and the solvent removed in vacuo. The resulting solid was suspended in water (50 ml), the mixture made basic (pH 10) with sodium bicarbonate and stirred at room temperature for 20 min. The solid was filtered under suction, washed with water, then isopropyl alcohol and dried yielding 1.19 g (78% yield) of a beige colored powder. Purification was effected by formation of the hydrochloride salt from acetonitrile; mp >275°.

Workup

  1. temperaturewarmed to 50° in an oil bath overnight
  2. customthe solvent removed in vacuo
  3. filtrationThe solid was filtered under suction
  4. washwashed with water
  5. dry with materialisopropyl alcohol and dried

Sources & evidence

ORD record
ord-02f5dc1be183462da49305034756492d
Source dataset
uspto-grants-1976_01
Patent number
US03932407

Reaction notes

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