Acetic Anhydride → HCID 75238472, compound

HRID 1474482

Reaction equation

HRID 1474482 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][CH2:15][C:16]1[O:20][C:19]([CH:21]=O)=[CH:18][CH:17]=1.C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C>O>[CH3:13][O:14][CH2:15][C:16]1[O: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]=1

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 747115-(Methoxymethyl)-2-furaldehydeHCID 517045Sodium AcetateHCID 679227((2-Thienylcarbonyl)amino)acetic acid

Product 1

HCID 75238472HCID 75238472, compoundYield 50.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a screw-capped test tube, N-(2-thienylcarbonyl)glycine (56 mg, 0.3 mmol), 5-(methoxymethyl)-2-furancarboxaldehyde (46 mg, 0.3 mmol), sodium acetate (25 mg, 0.3 mmol) and acetic anhydride (0.3 mL) were added. The test tube was sealed, and it was then stirred at an external temperature of 90° C. Three hours later, the temperature of the reaction solution was returned to room temperature, and water (1.5 mL) was then added thereto. The obtained mixture was stirred at the same temperature as described above for 1.5 hours. Thereafter, the precipitated crystal was collected by filtration, and it was washed with water (5 mL) and was then dried under reduced pressure, so as to obtain 44 mg of the above-captioned compound.

Workup

  1. customThe test tube was sealed
  2. customThree hours
  3. customwas returned to room temperature
  4. stirringThe obtained mixture was stirred at the same temperature
  5. customas described above for 1.5 hours
  6. filtrationThereafter, the precipitated crystal was collected by filtration, and it
  7. washwas washed with water (5 mL)
  8. customwas then dried under reduced pressure

Sources & evidence

ORD record
ord-78969d70748d4b8eb24d18508aa0bfd7
Source dataset
uspto-grants-2015_04
Patent number
US09018238B2

Linked notes

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