Hydroxylamine → HCID 72532729, compound

HRID 552815Notes

Reaction equation

HRID 552815 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-b0cf1d00c2fc46fbba7c89b7809d975e
Source dataset
uspto-grants-2011_05
Patent number
US07951825B2

Reaction notes

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