Hydrochloric Acid → HCID 10451740, compound

HRID 263591Notes

Reaction equation

HRID 263591 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[S:14][CH:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#N)[CH:19]=3)[N:17]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2].[OH-:26].[Na+].[OH2:28].Cl>C(O)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([C:13]2[S:14][CH:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([OH:28])=[O:26])[CH:19]=3)[N:17]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH3:12])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 18707176HCID 18707176, compound

Product 1

HCID 10451740HCID 10451740, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 16 g of 2-(3,4-diethoxyphenyl)-4-(3-cyanophenyl)thiazole in 120 ml of ethanol and 90 ml of a 40% aqueous sodium hydroxide solution was refluxed for 15 hours with heating. The reaction mixture was mixed with water, made acidic with concentrated hydrochloric acid and extracted with ethyl acetate (200 ml×3). The extract was washed with water (10 ml×3) and subjected to distillation to remove the solvent. The residue was recrystallized from ethanol to obtain 7 g of 2-(3,4-diethoxyphenyl)-4-(3-carboxyphenyl)thiazole.

Workup

  1. temperaturewith heating
  2. extractionextracted with ethyl acetate (200 ml×3)
  3. washThe extract was washed with water (10 ml×3)
  4. distillationsubjected to distillation
  5. customto remove the solvent
  6. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-1a154039e72d40699e54f86643672dd4
Source dataset
uspto-grants-1997_07
Patent number
US05643932

Reaction notes

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