1,4-Dioxane → 7-Bromo-3-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazoline

HRID 569813

Reaction equation

HRID 569813 reaction equation
[NH2:1][C:2]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:9]=1[F:15])=[O:5].[O:21]1CCOC[CH2:22]1>>[Br:20][C:18]1[CH:19]=[C:2]2[C:3]([C:4](=[O:5])[N:6]([CH2:7][C:8]3[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:9]=3[F:15])[C:22](=[O:21])[NH:1]2)=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 144589952-amino-4-bromo-N-(4-bromo-2-fluorobenzyl)benzamide

Product 1

HCID 144590037-Bromo-3-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazoline

Conditions

Temperature
150 °C

Procedure

2-Amino-4-bromo-N-(4-bromo-2-fluorobenzyl)benzamide (2.90 g) and N,N'-carbonyldiimidazole (4.68 g) were dissolved in dioxane (50 ml). The solution was evaporated to give a residue, which was stirred at 150° C. for 30 minutes. After cooling, the precipitates were collected by filtration and washed with ethanol to give 7-bromo-3-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazoline (2.92 g).

Workup

  1. customThe solution was evaporated
  2. customto give a residue, which
  3. temperatureAfter cooling
  4. filtrationthe precipitates were collected by filtration
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-972835d6878a434e94518b5c14195c7f
Source dataset
uspto-grants-1988_03
Patent number
US04734419

Linked notes

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