Triethylamine → HCID 86759728, compound

HRID 2181592Notes

Reaction equation

HRID 2181592 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5]#[N:6].Cl.[NH2:14][OH:15].C(N(CC)CC)C>C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[C:5](=[N:14][OH:15])[NH2:6]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 28014343-Methyl-4-nitrobenzonitrile

Product 1

HCID 86759728HCID 86759728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-methyl-4-nitrobenzonitrile (5 g) in ethanol (100 ml) at room temperature was added hydroxylamine hydrochloride (2.25 g) followed by triethylamine (4.5 ml). The mixture was heated under reflux for 2.5 hours. On cooling the mixture was evaporated to a third of its original volume and poured on to water (200 ml). The mixture was filtered to give the title product as a solid, m.p. 127-9° C.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2.5 hours
  3. temperatureOn cooling the mixture
  4. customwas evaporated to a third of its original volume
  5. additionpoured on to water (200 ml)
  6. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-f44d934c6fe44d569e19435932dd4ed8
Source dataset
uspto-grants-2005_05
Patent number
US06893650B1

Reaction notes

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