Acetic Anhydride → HCID 75238444, compound

HRID 1474479Notes

Reaction equation

HRID 1474479 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH:8][CH2:9][C:10]([OH:12])=[O:11])=O.[CH3:13][O:14][C:15]1[CH:20]=[C:19]([CH:21]=O)[CH:18]=[CH:17][N:16]=1.C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[CH3:13][O:14][C:15]1[CH:20]=[C:19]([CH:21]=[C:9]2[C:10](=[O:11])[O:12][C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)=[N:8]2)[CH:18]=[CH:17][N:16]=1

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 517045Sodium AcetateHCID 679227((2-Thienylcarbonyl)amino)acetic acidHCID 27629962-Methoxypyridine-4-carbaldehyde

Product 1

HCID 75238444HCID 75238444, compoundYield 81.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of N-(2-thienylcarbonyl)glycine (454 mg, 2.45 mmol), 2-methoxy-4-pyridinecarboxaldehyde (370 mg, 2.7 mmol), sodium acetate (201 mg, 2.45 mmol) and acetic anhydride (3.0 mL) was stirred at 90° C. for 3 hours in a sealed tube. Thereafter, the temperature of the reaction solution was returned to room temperature, and water (15 mL) was then added thereto. The obtained mixture was stirred at the same temperature as described above for 1 hour. Thereafter, the precipitated crystal was collected by filtration, and it was washed with water (50 mL) and was then dried under reduced pressure, so as to obtain 572 mg of the above-captioned compound.

Workup

  1. customwas returned to room temperature
  2. stirringThe obtained mixture was stirred at the same temperature
  3. customas described above for 1 hour
  4. filtrationThereafter, the precipitated crystal was collected by filtration, and it
  5. washwas washed with water (50 mL)
  6. customwas then dried under reduced pressure

Sources & evidence

ORD record
ord-cee5b1a370bd426dbb47688c10c7598f
Source dataset
uspto-grants-2015_04
Patent number
US09018238B2

Reaction notes

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