Indole-5-carbonitrile → HCID 178513238, compound

HRID 423293Notes

Reaction equation

HRID 423293 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)#[N:2].[NH2:12][OH:13].Cl.C([O-])(O)=O.[Na+]>CCO>[OH:13][NH:12][C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)=[NH:2]

Participants

5

Reactant 3

HCID 27513Indole-5-carbonitrileHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 178513238HCID 178513238, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 5-cyanoindole (5.00 g), NH2OH.HCl (6.11 g) and NaHCO3 (14.77 g) in EtOH (176 ml) was heated at 70° C. under an atmosphere of Ar overnight and then at 80° C. for 2.5 hours. The reaction mixture was then filtered and evaporated to give a yellow-orange solid (crude material D1).

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customevaporated

Sources & evidence

ORD record
ord-b8da056ea52649fbba9b2b4e5813fd77
Source dataset
uspto-grants-2012_01
Patent number
US08101775B2

Reaction notes

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