Hydroxyamine hydrochloride → N-[(2,4-Dichloro-1,3-thiazol-5-yl)methylidene]hydroxylamine

HRID 404914Notes

Reaction equation

HRID 404914 reaction equation
Cl.[NH2:2][OH:3].C(=O)(O)[O-].[Na+].[Cl:9][C:10]1[S:11][C:12]([CH:16]=O)=[C:13]([Cl:15])[N:14]=1>O.C(O)C>[Cl:9][C:10]1[S:11][C:12]([CH:16]=[N:2][OH:3])=[C:13]([Cl:15])[N:14]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 14886722,4-Dichloro-1,3-thiazole-5-carboxaldehyde

Product 1

HCID 2778786N-[(2,4-Dichloro-1,3-thiazol-5-yl)methylidene]hydroxylamine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

Hydroxylamine hydrochloride (385 mg, 5.54 mmol) was added to a solution of sodium bicarbonate (465 mg, 5.54 mmol) in water (17 mL) at room temperature. Then a solution of 2,4-dichloro-5-thiazolecarboxaldehyde (100 g, 5.49 mmol) in ethanol (17 mL) was added The mixture was clear yellow and the precipitates started to appear in ˜20 minutes More water (˜40 mL) was added. After stirring for 1 hour, the reaction was filtered. The solid was washed with water and dried under vacuum overnight to give the title compound as a white sold (883 mg, 82%).

Workup

  1. filtrationthe reaction was filtered
  2. washThe solid was washed with water
  3. customdried under vacuum overnight

Sources & evidence

ORD record
ord-c36b32cea9ac4335bc8cf05da2ef00eb
Source dataset
uspto-grants-2014_06
Patent number
US08748627B2

Reaction notes

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