Bromine → 7-Bromo-2-chloro-6,7-dihydro-8(5H)-quinazolinone

HRID 1175164Notes

Reaction equation

HRID 1175164 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][C:5](=[O:12])[C:4]=2[N:3]=1.[Br:13]Br>>[Br:13][CH:6]1[C:5](=[O:12])[C:4]2[N:3]=[C:2]([Cl:1])[N:11]=[CH:10][C:9]=2[CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 24408BromineHCID 595586792-Chloro-5,6,7,8-tetrahydroquinazolin-8-one

Product 1

HCID 595583667-Bromo-2-chloro-6,7-dihydro-8(5H)-quinazolinone

Conditions

Temperature
35 °C

Procedure

2-Chloro-6,7-dihydro-5H-quinazolin-8-one (570 mg; 3.1 mmol) is dissolved in HClconc (20 ml) and combined at room temperature with Br2 (500 mg; 3.1 mmol) in HClconc (3.4 ml). The reaction mixture is warmed to 35° C. for 10 minutes, poured on water and extracted with ethyl acetate three times. The combined organic phases are dried over Na2SO4, filtered and evaporated to dryness to deliver the title compound as brown-yellow crystals (740 mg; 91%) which are used in the next step without further purification.

Workup

  1. additionpoured on water
  2. extractionextracted with ethyl acetate three times
  3. dry with materialThe combined organic phases are dried over Na2SO4
  4. filtrationfiltered
  5. customevaporated to dryness
  6. customare used in the next step without further purification

Sources & evidence

ORD record
ord-1e29a9420d85439fa07573d7eab3c8c4
Source dataset
uspto-grants-2010_11
Patent number
US07838674B2

Reaction notes

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