Hydrochloric Acid → HCID 14053145, compound

HRID 2107105Notes

Reaction equation

HRID 2107105 reaction equation
[C:1]([C:4]1[CH:26]=[CH:25][C:7]([CH2:8][S:9][C:10]2[S:14][C:13]([NH:15][C:16](=[O:24])[CH2:17][CH2:18][C:19]([O:21]CC)=[O:20])=[N:12][N:11]=2)=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2].[OH-].[Na+].Cl>C(OCC)(=O)C>[C:1]([C:4]1[CH:26]=[CH:25][C:7]([CH2:8][S:9][C:10]2[S:14][C:13]([NH:15][C:16](=[O:24])[CH2:17][CH2:18][C:19]([OH:21])=[O:20])=[N:12][N:11]=2)=[C:6]([CH2:27][CH2:28][CH3:29])[C:5]=1[OH:30])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 14053144HCID 14053144, compound

Product 1

HCID 14053145HCID 14053145, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

yl-3-hydroxy-2-propylbenzyl)thio]-1,3,4-thiadiazol-2-yl]amino]-4-oxobutyrate obtained in Example 23. Further 2 ml of a 1N aqueous sodium hydroxide solution was added to the suspension followed by stirring at room temperature for 20 minutes An aqueous sodium hydroxide solution and ethyl acetate were added to the reaction mixture to fractionate. The aqueous phase was made acidic with a 1N hydrochloric acid and extracted with ethyl acetate. After the extract was dried over anhydrous magnesium sulfate, the solvent was distilled off The residue was recrystallized from isopropyl alcohol to give 0.11 g of 4-[[5-[(4-acetyl-3-hydroxy-2-propylbenzyl)thio]-1,3,4-thiadiazol-2-yl]amino]-4-oxobutyric acid.

Workup

  1. additionwere added to the reaction mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter the extract was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off The residue
  5. customwas recrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-212c99746ea94e46bd73628bd5469908
Source dataset
uspto-grants-1990_06
Patent number
US04933348

Reaction notes

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