Hydrochloric Acid → HCID 178515568, compound

HRID 1659480Notes

Reaction equation

HRID 1659480 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[O:5][C:4]([C:14]#[N:15])=[CH:3]1.[N-:16]=[N+:17]=[N-:18].[Na+].[Cl-].[NH4+].Cl>CN(C)C=O>[C:8]1([C:6]2[O:5][C:4]([C:14]3[NH:18][N:17]=[N:16][N:15]=3)=[CH:3][C:2](=[O:1])[CH:7]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 12846667HCID 12846667, compound

Product 1

HCID 178515568HCID 178515568, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-oxo-6-phenyl-4H-pyran-2-carbonitrile (1.10 g), sodium azide (0.45 g) and ammonium chloride (0.37 g) in dry dimethylformamide (10 ml) was stirred at room temperature for 2 hours. A precipitate formed. Dilute hydrochloric acid (1 M, 20 ml) was added and the resulting white solid was filtered off. Recrystallisation from acetic acid yielded the title product as white crystals (251°-254° C. with decomposition).

Workup

  1. customA precipitate formed
  2. filtrationthe resulting white solid was filtered off
  3. customRecrystallisation from acetic acid

Sources & evidence

ORD record
ord-7804e97424b94d06a92ec07253b657f6
Source dataset
uspto-grants-1981_12
Patent number
US04304728

Reaction notes

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