Hydroxyamine hydrochloride → HCID 178513279, compound

HRID 423298Notes

Reaction equation

HRID 423298 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2)#[N:2].C([O-])(O)=O.[Na+].[NH2:17][OH:18].Cl>CCO>[OH:18][NH:17][C:1]([C:3]1[C:4]2[CH:5]=[CH:6][NH:7][C:8]=2[CH:9]=[CH:10][CH:11]=1)=[NH:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 38176024-Cyanoindole

Product 1

HCID 178513279HCID 178513279, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

4-Cyanoindole (850 mg) was dissolved in EtOH (25 ml). To this solution was added NaHCO3 (2.51 g) and NH2OH.HCl (831 mg). The mixture was heated to 70° C. and stirred overnight. The reaction was incomplete so was heated at 80° C. for a further 4 hours. The reaction mixture was filtered and evaporated to give the title compound (980 mg) as a yellow semisolid. No purification attempted.

Workup

  1. temperatureThe reaction was incomplete so was heated at 80° C. for a further 4 hours
  2. filtrationThe reaction mixture was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-98ff3b705a914ccab906323eecb1ac04
Source dataset
uspto-grants-2012_01
Patent number
US08101775B2

Reaction notes

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