Acetic Anhydride → HCID 18623789, compound

HRID 1057408Notes

Reaction equation

HRID 1057408 reaction equation
[NH2:1][C:2]1[N:3]([C:10]2[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=2[CH3:18])[C:4]([CH3:9])=[CH:5][C:6]=1[C:7]#[N:8].[C:19](OC(=O)C)(=[O:21])[CH3:20]>C(O)(=O)C>[C:7]([C:6]1[CH:5]=[C:4]([CH3:9])[N:3]([C:10]2[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=2[CH3:18])[C:2]=1[NH:1][C:19](=[O:21])[CH3:20])#[N:8]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 18623786HCID 18623786, compound

Product 1

HCID 18623789HCID 18623789, compoundYield 112.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of compound (3) (25.3 g, 0.106 mol) and acetic anhydride (11.0 mL, 0.117 mol) were refluxed in acetic acid (25 mL) for 45 minutes, cooled to room temperature, poured onto crushed ice and extracted with ethyl acetate. The organic layer was washed with aqueous sodium bicarbonate, dried, and concentrated to give 33.6 g (100%) of compound (4) as a yellow foam.

Workup

  1. additionpoured
  2. customonto crushed ice
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with aqueous sodium bicarbonate
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-fa192879113f4fb99b6242676bbe1241
Source dataset
uspto-grants-2003_02
Patent number
US06514982B1

Reaction notes

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