Hydroxyamine hydrochloride → HCID 178513387, compound

HRID 368280Notes

Reaction equation

HRID 368280 reaction equation
[ClH:1].[NH2:2][OH:3].C[O-].[Na+].Cl[C:8]1[CH:9]=[C:10]([C:15]#[N:16])[CH:11]=[N:12][C:13]=1[Cl:14]>CO>[Cl:1][C:8]1[CH:9]=[C:10]([C:15](=[NH:16])[NH:2][OH:3])[CH:11]=[N:12][C:13]=1[Cl:14]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium MethoxideHCID 128784645,6-Dichloropyridine-3-carbonitrile

Product 1

HCID 178513387HCID 178513387, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydroxylamine hydrochloride (2.6 g, 0.038 mol) was slurried in methanol (75 mL) and sodium methoxide (2.0 g, 0.037 mol) added. The mixture was stirred for half an hour and 5,6-dichloro-3-pyridinecarbonitrile (4.3 g, 0.025 mol) added. The mixture was stirred at room temperature overnight and filtered. The precipitate was washed with water and methanol and dried to give the desired product (4.2 g, 82%) as a white solid, MP 182-184° C.

Workup

  1. stirringThe mixture was stirred at room temperature overnight
  2. filtrationfiltered
  3. washThe precipitate was washed with water and methanol
  4. customdried

Sources & evidence

ORD record
ord-ec543ccb5e3a4768bbdce4c8798977de
Source dataset
uspto-grants-2000_10
Patent number
US06133294

Reaction notes

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