Hydrochloric Acid → 2-(3,4,5-Trimethoxyphenylethynyl)thiazole-4-carboxylic Acid

HRID 993000Notes

Reaction equation

HRID 993000 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]#[C:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([O:22]CC)=[O:21])[N:19]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-].[Na+].Cl>CO>[CH3:12][O:11][C:7]1[CH:6]=[C:5]([C:13]#[C:14][C:15]2[S:16][CH:17]=[C:18]([C:20]([OH:22])=[O:21])[N:19]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18408507Ethyl 2-(3,4,5-trimethoxyphenylethynyl)thiazole-4-carboxylate

Product 1

HCID 184085032-(3,4,5-Trimethoxyphenylethynyl)thiazole-4-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 2-(3,4,5-trimethoxyphenylethynyl)thiazole-4-carboxylate (200 mg) was suspended in methanol (2 mL), to the suspension a 4 M solution (1 mL) of sodium hydroxide was added, and the mixture was stirred at room temperature for 4 hours. Concentrated hydrochloric acid was added dropwise to the reaction mixture at 0° C. to weakly acidify the reaction mixture. Crystals formed were collected by filtration, washed with water and dried to obtain the title compound.

Workup

  1. additionwas added
  2. customCrystals formed
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-d4c30fd0f5e34f3fbe0c04121941f2b7
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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