Hydrochloric Acid → HCID 14423779, compound

HRID 1639309Notes

Reaction equation

HRID 1639309 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:5][N:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:17][C:18]([O:20]CC)=[O:19])[C:7]1=[O:23].[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]=[CH:25][C:26]=1[Cl:27])[CH2:5][N:6]1[C:15](=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH2:17][C:18]([OH:20])=[O:19])[C:7]1=[O:23]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14423777HCID 14423777, compound

Product 1

HCID 14423779HCID 14423779, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of ethyl 2-[3-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetate (1.2 g) and aqueous 1N sodium hydroxide (3 ml) in methanol (25 ml) was refluxed for 1 hour. After cooling, the solvent was removed under reduced pressure to give a residue, which was acidified with aqueous 1N hydrochloric acid and extracted with ethyl acetate. The extract was washed with brine, dried and evaporated. Thus obtained product was purified by recrystallization from isopropyl ether to give 2-[3-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetic acid (1.075 g).

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperatureAfter cooling
  3. customthe solvent was removed under reduced pressure
  4. customto give a residue, which
  5. extractionextracted with ethyl acetate
  6. washThe extract was washed with brine
  7. customdried
  8. customevaporated
  9. customThus obtained product was purified by recrystallization from isopropyl ether

Sources & evidence

ORD record
ord-9db043ec5fa94444b11ce6d60a50eaa7
Source dataset
uspto-grants-1989_11
Patent number
US04883800

Reaction notes

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