Nitroethane → HCID 53815307, compound

HRID 1606503Notes

Reaction equation

HRID 1606503 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]=O.C([O-])(=O)C.[NH4+].[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:11]=[C:21]([N+:18]([O-:20])=[O:19])[CH3:22]

Participants

4

Reactant 3

HCID 6587NitroethaneHCID 517165Ammonium AcetateHCID 27953745-chloro-1H-indole-3-carbaldehyde

Product 1

HCID 53815307HCID 53815307, compound

Procedure

12.9 g of 5-chloro-3-formylindole and 1.3 g of ammonium acetate are suspended in 26 ml of nitroethane and refluxed for 1 hour. After the whole of the reactants have dissolved a mass of orange crystals are seen to form. The reaction mixture is then cooled and filtered after dilution with di-isopropyl ether. The product is recrystallised from 96% ethyl alcohol.

Workup

  1. temperaturerefluxed for 1 hour
  2. dissolutionAfter the whole of the reactants have dissolved a mass of orange crystals
  3. customto form
  4. temperatureThe reaction mixture is then cooled
  5. filtrationfiltered after dilution with di-isopropyl ether
  6. customThe product is recrystallised from 96% ethyl alcohol

Sources & evidence

ORD record
ord-1e06bd887ebb416a9775cb88260288df
Source dataset
uspto-grants-1976_04
Patent number
US03953442

Reaction notes

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