Hydrochloric Acid → HCID 178515425, compound

HRID 26661

Reaction equation

HRID 26661 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[O:5]=[C:6]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][CH:8]=[C:7]1[C:16]#[N:17].[N-:18]=[N+:19]=[N-:20].[Na+].Cl>O1CCCC1>[NH:18]1[C:16]([C:7]2[C:6](=[O:5])[C:11]3[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=3)[O:9][CH:8]=2)=[N:17][N:20]=[N:19]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 5212984-Oxo-4H-chromene-3-carbonitrileHCID 6451240Aluminum(III) Chloride

Product 1

HCID 178515425HCID 178515425, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 100 volume parts of dry tetrahydrofuran are added 4.28 parts of comminuted anhydrous aluminum chloride, 2.50 parts of 4-oxo-4H-1-benzopyran-3-carbonitrile and 4.18 parts of sodium azide in this order and, the whole mixture is refluxed under stirring for 23 hours. Then, to the resulting mixture 35 volume parts of 15 weight% hydrochloric acid are added, followed by distilling off tetrahydrofuran under reduced pressure. The resulting solid residue is recovered by filtration and recrystallized from dimethylformamide. This procedure yields 3-(1H-tetrazol-5-yl) chromone as colorless hairy needles. Melting point: 284°-285° C.(decomp. with foaming).

Workup

  1. temperaturethe whole mixture is refluxed
  2. distillationby distilling off tetrahydrofuran under reduced pressure
  3. filtrationThe resulting solid residue is recovered by filtration
  4. customrecrystallized from dimethylformamide

Sources & evidence

ORD record
ord-7b96c81ffadc464497b8bf34f0ecad9d
Source dataset
uspto-grants-1979_04
Patent number
US04151180

Linked notes

Loading…