Hydroxyamine hydrochloride → HCID 178426672, compound

HRID 1908824Notes

Reaction equation

HRID 1908824 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][N:9]=1)[C:5]#[N:6].Cl.[NH2:11][OH:12].C([O-])(O)=O.[Na+]>CO>[OH:12][NH:11][C:5](=[NH:6])[C:4]1[CH:7]=[CH:8][N:9]=[C:2]([CH3:1])[CH:3]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 119590732-Methylpyridine-4-carbonitrile

Product 1

HCID 178426672HCID 178426672, compoundYield 130.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-methyl-isonicotinonitrile (330 mg, 2.79 mmol) in methanol (12 mL), hydroxylamine hydrochloride (388 mg, 5.59 mmol) and NaHCO3 (469 mg, 5.59 mmol) is added. The mixture is stirred in a sealed vial at 60° C. for 16 h before the solvent is evaporated. The residue is dried to give N-hydroxy-2-methyl-isonicotinamidine (550 mg); LC-MS: tR=0.55 min, [M+1]+=152.25.

Workup

  1. customis evaporated
  2. customThe residue is dried

Sources & evidence

ORD record
ord-7517389d6fa54acc822b3a866b887158
Source dataset
uspto-grants-2013_12
Patent number
US08598208B2

Reaction notes

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