Hydroxyamine hydrochloride → HCID 178425028, compound

HRID 1676118Notes

Reaction equation

HRID 1676118 reaction equation
[CH2:1]([C:5]1[C:6]([CH3:12])=[C:7]([C:10]#[N:11])[S:8][CH:9]=1)[CH:2]([CH3:4])[CH3:3].C([O-])(O)=O.[Na+].Cl.[NH2:19][OH:20]>CO>[OH:20][NH:19][C:10]([C:7]1[S:8][CH:9]=[C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])[C:6]=1[CH3:12])=[NH:11]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 67351678HCID 67351678, compound

Product 1

HCID 178425028HCID 178425028, compoundYield 120.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 4-isobutyl-3-methyl-thiophene-2-carbonitrile (2.10 g, 11.7 mmol) in methanol (50 mL), NaHCO3 (1.38 g, 16.4 mmol) followed by hydroxylamine hydrochloride (977 mg, 14.1 mmol) is added. The mixture is stirred at 60° C. for 20 h before it is filtered. The solvent of the filtrate is evaporated and the remaining residue is dried under HV go give N-hydroxy-4-isobutyl-3-methyl-thiophene-2-carboxamidine (3.0 g) as a yellow solid; LC-MS: tR=0.67 min.

Workup

  1. additionis added
  2. filtrationis filtered
  3. customThe solvent of the filtrate is evaporated
  4. customthe remaining residue is dried under HV

Sources & evidence

ORD record
ord-c056a948306c4ff7af26e13497775e0f
Source dataset
uspto-grants-2011_08
Patent number
US08003800B2

Reaction notes

Loading…