Hydrochloric Acid → HCID 178525947, compound

HRID 569094

Reaction equation

HRID 569094 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[N-:5]=[N+:6]=[N-:7].[Na+].[C:9]([C:11]1[CH2:12][O:13][C:14]2[C:19]([CH:20]=1)=[CH:18][CH:17]=[CH:16][C:15]=2[O:21][C:22](=O)[C:23]([OH:25])=[O:24])#[N:10].Cl.[O:28]1CCCC1>>[O:28]=[C:12]1[C:11]([C:9]2[NH:10][N:7]=[N:6][N:5]=2)=[CH:20][C:19]2[C:14](=[C:15]([O:21][CH2:22][C:23]([OH:25])=[O:24])[CH:16]=[CH:17][CH:18]=2)[O:13]1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 33557Sodium AzideHCID 6451240Aluminum(III) ChlorideHCID 703539353-Cyano-2-oxo-8-chromenyloxyacetic acid

Product 1

HCID 178525947HCID 178525947, compound

Procedure

To 80 ml of dried tetrahydrofuran cooled with ice was gradually added 5.4 g of pulverized anhydrous aluminium chloride. After stirring for 15 minutes, 7.8 g of sodium azide was added and the mixture was further stirred for 15 minutes. After a temperature of the solution was brought to room temperature, 2.5 g of 3-cyano-2-oxo-8-chromenyloxyacetic acid was added and the mixture was gradually heated to carry out the reaction under reflux for 120 hours. After the reaction was completed, the reaction mixture was poured into a mixture of 20 ml of concentrated hydrochloric acid and 300 ml of ice water to form a precipitate, which was filtered and recrystallized to give a desired compound.

Workup

  1. stirringthe mixture was further stirred for 15 minutes
  2. customwas brought to room temperature
  3. temperaturethe mixture was gradually heated
  4. customthe reaction
  5. temperatureunder reflux for 120 hours
  6. customto form a precipitate, which
  7. filtrationwas filtered
  8. customrecrystallized

Sources & evidence

ORD record
ord-2f99547e296f4dfcbbd7455b5b20f6b1
Source dataset
uspto-grants-1988_03
Patent number
US04731375

Linked notes

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