HCID 73796369, compound → 5-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbonitrile

HRID 1579383Notes

Reaction equation

HRID 1579383 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4]2[CH:12]=[CH:13][C:14]([CH:16]=[N:17]O)=[CH:15][C:3]1=2>C(OC(=O)C)(=O)C>[O:1]=[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4]2[CH:12]=[CH:13][C:14]([C:16]#[N:17])=[CH:15][C:3]1=2

Participants

3

Reactant 1

HCID 73796369HCID 73796369, compound

Product 1

HCID 128984545-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbonitrile

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 25 g of 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbaldehyde oxime and 150 ml of acetic anhydride is stirred under reflux for 24 hours. After cooling, the crystals are filtered off, washed with water, dried, and recrystallized from dimethylformamide to give 5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-7-carbonitrile melting at 260°C.

Workup

  1. temperatureunder reflux for 24 hours
  2. temperatureAfter cooling
  3. filtrationthe crystals are filtered off
  4. washwashed with water
  5. customdried
  6. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-0400201aed50485d8dc96749cdd9fc34
Source dataset
uspto-grants-1976_01
Patent number
US03931199

Reaction notes

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