Acetic Anhydride → HCID 22401670, compound

HRID 260507Notes

Reaction equation

HRID 260507 reaction equation
[NH2:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]3[CH2:12][CH2:13][S:14][C:7]3=[N:6][C:5]=2[N:4]([CH3:15])[N:3]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>N1C=CC=CC=1>[C:16]([NH:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]3[CH2:12][CH2:13][S:14][C:7]3=[N:6][C:5]=2[N:4]([CH3:15])[N:3]=1)(=[O:18])[CH3:17]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 22401692HCID 22401692, compound

Product 1

HCID 22401670HCID 22401670, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

In 20 ml of pyridine was dissolved 2.00 g (8.96 mmol) of Compound 13 prepared in Example 10, and 1.23 ml (13.0 mmol) of acetic anhydride was added to the solution, followed by stirring at 50° C. for 6 hours. After evaporation of the solvent, the residue was subjected to partition between chloroform and water. The chloroform layer was washed with a dilute aqueous solution of hydrochloric acid and water, and concentrated to dryness under reduced pressure. The residue was recrystallized from chloroform/ethanol to give 1.46 g (62%) of Compound 20 in pure form.

Workup

  1. additionwas added to the solution
  2. customAfter evaporation of the solvent
  3. customto partition between chloroform and water
  4. washThe chloroform layer was washed with a dilute aqueous solution of hydrochloric acid and water
  5. concentrationconcentrated to dryness under reduced pressure
  6. customThe residue was recrystallized from chloroform/ethanol

Sources & evidence

ORD record
ord-92cc4a5488fa4236b2464a572297d780
Source dataset
uspto-grants-1996_06
Patent number
US05527908

Reaction notes

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