Hydroxylamine → HCID 178513215, compound

HRID 983809Notes

Reaction equation

HRID 983809 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]3[CH:12]=[C:13]([CH2:24][C:25]([OH:27])=[O:26])[CH:14]=[C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:16]=3[OH:17])[NH:8]2)=[CH:4][C:3]=1[C:28]#[N:29].[NH2:30][OH:31]>CCO>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[C:7]([C:11]3[CH:12]=[C:13]([CH2:24][C:25]([OH:27])=[O:26])[CH:14]=[C:15]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[C:16]=3[OH:17])[NH:8]2)=[CH:4][C:3]=1[C:28](=[NH:29])[NH:30][OH:31]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 22556982HCID 22556982, compound

Product 1

HCID 178513215HCID 178513215, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the cyano indole (17) (0.365 gr, 0.91 mmol) from above in dry EtOH (5 ml) was treated with an excess of Hydroxylamine (5 ml of 50 wt. % solution in water). The resulting reaction mixture was refluxed for 10 h. The solvent was removed by rotary evaporation, the residue was azeotroped with toluene to yield the title title compound (0.3-0.4 g).

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 10 h
  3. customThe solvent was removed by rotary evaporation
  4. customthe residue was azeotroped with toluene

Sources & evidence

ORD record
ord-6bebfcdc459947e3919984c767530401
Source dataset
uspto-grants-2005_03
Patent number
US06867200B1

Reaction notes

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