Potassium Hydroxide → HCID 178487687, compound

HRID 643855Notes

Reaction equation

HRID 643855 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:5]=1[NH:12][C:13]([C:15]1[N:16]=[C:17]([N:20]([CH3:22])[CH3:21])[S:18][CH:19]=1)=O)(=[O:3])[CH3:2].[OH-].[K+]>N1C=CC=CC=1>[CH3:21][N:20]([CH3:22])[C:17]1[S:18][CH:19]=[C:15]([C:13]2[CH:2]=[C:1]([OH:3])[C:4]3[C:5](=[CH:6][C:7]([O:10][CH3:11])=[CH:8][CH:9]=3)[N:12]=2)[N:16]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57552148HCID 57552148, compound

Product 1

HCID 178487687HCID 178487687, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Dimethylamino-thiazole-4-carboxylic acid (2-acetyl-5-methoxy-phenyl)-amide (1.29 g, 4.04 mmol) was dissolved in 20 mL pyridine in a microwave vial. Grinded KOH (0.48 g, 8.48 mmol) was added to the solution and the enclosed vial was reacted in the microwave oven at 100° C. for 30 minutes. The mixture was transferred to a round-bottom flask and the solvent was removed by rotary evaporation. The residue was transferred to a beaker with phosphate buffer (pH 7.0, 0.1 M, 300 mL) where the product precipitated while stirring. The precipitate was filtered, rinsed with water and dried with high vacuum. The product was found to be pure by LC-MS and NMR and was obtained in 74% yield (0.90 g). LRMS (M+H) 302.

Workup

  1. customthe enclosed vial was reacted in the microwave oven at 100° C. for 30 minutes
  2. customThe mixture was transferred to a round-bottom flask
  3. customthe solvent was removed by rotary evaporation
  4. customprecipitated
  5. filtrationThe precipitate was filtered
  6. washrinsed with water
  7. customdried with high vacuum
  8. customwas obtained in 74% yield (0.90 g)

Sources & evidence

ORD record
ord-8d0304038d7b4886b19aaec77c9e30c6
Source dataset
uspto-grants-2010_04
Patent number
US07700552B2

Reaction notes

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