Hydrochloric Acid → HCID 14458976, compound

HRID 569832Notes

Reaction equation

HRID 569832 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](=[S: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=[S:23].[OH-].[Na+].O1CCCC1.Cl>C(OCC)(=O)C>[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](=[S: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=[S:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 14458975HCID 14458975, compound

Product 1

HCID 14458976HCID 14458976, compoundYield 45.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of ethyl 2-[3-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydro-2,4-dithioxoquinazolin-1-yl]acetate (85 mg), 1N aqueous sodium hydroxide (0.5 ml) and tetrahydrofuran (1 ml) was stirred at room temperature for 20 hours. The reaction mixture was poured into a mixture of ethyl acetate and 0.5N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. The solvent was removed and the residue was crystallized from chloroform to give 2-[3-(3,4-dichlorobenzyl)-1,2,3,4-tetrahydro-2,4-dithioxoquinazolin-1-yl]acetic acid (36 mg).

Workup

  1. customThe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was removed
  5. customthe residue was crystallized from chloroform

Sources & evidence

ORD record
ord-3726f5dbcf914d67b919f40f8675e660
Source dataset
uspto-grants-1988_03
Patent number
US04734419

Reaction notes

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