Potassium Hydroxide → HCID 9975164, compound

HRID 1421956Notes

Reaction equation

HRID 1421956 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][CH:14]=[C:15]([C:17]3[CH:18]=[C:19]4[C:24](=[CH:25][CH:26]=3)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]4)[N:16]=2)=[CH:8][CH:7]=1)=[O:5])C.[OH-].[K+]>C(O)C>[C:4]([C:6]1[CH:7]=[CH:8][C:9]([C:12]2[S:13][CH:14]=[C:15]([C:17]3[CH:18]=[C:19]4[C:24](=[CH:25][CH:26]=3)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]4)[N:16]=2)=[CH:10][CH:11]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 18707304HCID 18707304, compound

Product 1

HCID 9975164HCID 9975164, compoundYield 36.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.05 g of 2-(4-ethoxycarbonylphenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole was suspended in 20 ml of a 10% aqueous potassium hydroxide solution and 50 ml of ethanol. The suspension was refluxed for 5 hours. Ethanol was removed by distillation. After cooling, the residue was mixed with hydrochloric acid to make it acidic (pH 1). The resulting crystals were collected by filtration and recrystallized from dimethylformamide to obtain 0.70 g of 2-(4-carboxyphenyl)-4-(3,4-dihydrocarbostyril-6-yl)thiazole as a light yellow powder.

Workup

  1. temperatureThe suspension was refluxed for 5 hours
  2. customEthanol was removed by distillation
  3. temperatureAfter cooling
  4. additionthe residue was mixed with hydrochloric acid
  5. filtrationThe resulting crystals were collected by filtration
  6. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-96778e685d4d46f7824a3f4b1ef02022
Source dataset
uspto-grants-2000_06
Patent number
US06080764

Reaction notes

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