Carbon Dioxide → HCID 12983426, compound

HRID 1758218Notes

Reaction equation

HRID 1758218 reaction equation
C1COCC1.[N+:6]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]#[C-:16])=[CH:11][CH:10]=1)([O-])=O.O.C(=O)=O>CO>[NH2:6][C:9]1[CH:14]=[CH:13][C:12]([N+:15]#[C-:16])=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 962WaterHCID 8028TetrahydrofuranHCID 74802Benzene, 1-isocyano-4-nitro-

Product 1

HCID 12983426HCID 12983426, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under nitrogen, 11.6 g (12.8 mmol) lithium-cobalt (I) phthalocyanine x 4.5 THF and 296 mg (2 mmol) p-nitro-phenyl isonitrile are agitated in 65 ml methanol for 72 hours at 20° C. The green reaction mixture is mixed with 5 ml water; CO2 and air are passed in for 5 min., and the blue precipitate is centrifuged which is washed with ethanol. The centrifugate collected is concentrated and the residue separated into ether and water. Concentration of the ether phase, dried with sodium sulfate, produces 180 mg (76%) p-aminophenylisonitrile.

Workup

  1. customare passed in for 5 min.
  2. washis washed with ethanol
  3. customThe centrifugate collected
  4. concentrationis concentrated
  5. customthe residue separated into ether and water
  6. dry with materialConcentration of the ether phase, dried with sodium sulfate

Sources & evidence

ORD record
ord-0a5ff3f70a734333bb93f017ac09a477
Source dataset
uspto-grants-1983_02
Patent number
US04372893

Reaction notes

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