Sodium Hydroxide → Sodium 2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetate

HRID 569827Notes

Reaction equation

HRID 569827 reaction equation
[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:16](=[O:17])[C:15]3[C:10](=[CH:11][C:12]([Cl:18])=[CH:13][CH:14]=3)[N:9]([CH2:19][C:20]([O:22]CC)=[O:21])[C:8]2=[O:25])=[C:4]([F:28])[CH:3]=1.[OH-].[Na+:30]>C(O)C>[Br:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][N:7]2[C:16](=[O:17])[C:15]3[C:10](=[CH:11][C:12]([Cl:18])=[CH:13][CH:14]=3)[N:9]([CH2:19][C:20]([O-:22])=[O:21])[C:8]2=[O:25])=[C:4]([F:28])[CH:3]=1.[Na+:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11431340Ethyl {3-[(4-bromo-2-fluorophenyl)methyl]-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl}acetate

Product 1

HCID 23698320Sodium 2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A solution of ethyl 2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]-acetate (69 g) and 1N aqueous sodium hydroxide (191 ml) in ethanol (350 ml) was stirred at 60° C. for 3 hours. After cooling to 0° C., the precipitates were collected by filtration, washed with water, and dried over phosphorus pentoxide. Recrystallization from water (360 ml) gave sodium 2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetate (39.2 g).

Workup

  1. filtrationthe precipitates were collected by filtration
  2. washwashed with water
  3. dry with materialdried over phosphorus pentoxide
  4. customRecrystallization from water (360 ml)

Sources & evidence

ORD record
ord-f01c9550496a4c47a9d32642565d28c8
Source dataset
uspto-grants-1988_03
Patent number
US04734419

Reaction notes

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