Hydroxylamine → HCID 72532729, compound

HRID 2244605Notes

Reaction equation

HRID 2244605 reaction equation
[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:10]#[N:11])[C:4]=2[CH:3]=[CH:2]1.[NH2:12][OH:13]>CO>[OH:13][N:12]=[C:10]([C:5]1[C:4]2[CH:3]=[CH:2][NH:1][C:9]=2[CH:8]=[CH:7][CH:6]=1)[NH2:11]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 38176024-Cyanoindole

Product 1

HCID 72532729HCID 72532729, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 50 ml reaction vessel, to a solution of 1H-indole-4-carbonitrile (5.00 g) in CH3OH (100 ml) was added hydroxylamine (50% aqueous solution) at room temperature, followed by refluxing for 15 hours (completion of the reaction was confirmed by TLC). The reaction solution was concentrated under reduced pressure, and azeotroped with toluene three times. The obtained solid was washed with IPE. N′-Hydroxy-1H-indole-4-carboximidamide (6.12 g) was obtained as a white solid.

Workup

  1. customIn a 50 ml reaction vessel
  2. temperatureby refluxing for 15 hours (completion of the reaction
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. customazeotroped with toluene three times
  5. washThe obtained solid was washed with IPE

Sources & evidence

ORD record
ord-ec54016909c84e6c907f493b05aee281
Source dataset
uspto-grants-2010_03
Patent number
US07678820B2

Reaction notes

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