Hydrochloric Acid → HCID 68017682, compound

HRID 1498971Notes

Reaction equation

HRID 1498971 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]([O:15]CC)=[O:14])[S:10][N:9]=2)=[C:4]([O:18][CH3:19])[CH:3]=1.[OH-].[Na+].Cl>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]([OH:15])=[O:14])[S:10][N:9]=2)=[C:4]([O:18][CH3:19])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86679354HCID 86679354, compound

Product 1

HCID 68017682HCID 68017682, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 3-(4-chloro-2-methoxyphenyl)isothiazole-5-carboxylate (500 mg, 1.68 mmol) prepared in the Step 44-1-2-A was suspended in ethanol (10 ml), and 1 mol/L sodium hydroxide (10 ml) was added thereto. The mixture was heated under reflux for one hour. After being allowed to cool, the mixture was neutralized with hydrochloric acid, and then separated by filtration and washed with water. The washed product was subjected to through circulation drying to give the title compound (194 mg, 43%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for one hour
  3. temperatureto cool
  4. customseparated by filtration
  5. washwashed with water
  6. customdrying

Sources & evidence

ORD record
ord-8a07146cfcce45dabad3f2afc2dd9d44
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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