Ammonia → HCID 12279048, compound

HRID 1604982Notes

Reaction equation

HRID 1604982 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][C:11]#[N:12])=[N:2]1.[Cl-:13].[Al+3].[Cl-].[Cl-].[NH3:17]>Cl>[ClH:13].[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][C:11]([NH2:17])=[NH:12])=[N:2]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 3236401,2-Benzisoxazole-3-acetonitrileHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12279048HCID 12279048, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 1,2-benzisoxazole-3-acetonitrile (0.34 g) and aluminum chloride (0.54 g) was melted at 90° to 100°C, while dry ammonia gas was passed through thereto for 10 minutes. The reaction mixture was dissolved in aqueous ethanolic hydrochloric acid under cooling and then the solvent was distilled off. The residue was dissolved in a small amount of ethanol-chloroform and subjected to silica gel column chromatography and eluted with 10 % methanol-chloroform. The eluates were collected and recrystallized from ethanol to give the desired compound (0.08 g). m.p. 209° to 212°C.

Workup

  1. customfor 10 minutes
  2. temperatureunder cooling
  3. distillationthe solvent was distilled off
  4. dissolutionThe residue was dissolved in a small amount of ethanol-chloroform
  5. washeluted with 10 % methanol-chloroform
  6. customThe eluates were collected
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6eb5e01aa90a4bca9041f2a21be36d83
Source dataset
uspto-grants-1976_04
Patent number
US03948928

Reaction notes

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