Hydrochloric Acid → N-(3-Bromo-2-methoxy-phenyl)-2-hydroxyimino-acetamide

HRID 513231Notes

Reaction equation

HRID 513231 reaction equation
[Br:1][C:2]1[C:3]([O:9][CH3:10])=[C:4]([NH2:8])[CH:5]=[CH:6][CH:7]=1.[NH2:11][OH:12].OS(O)(=O)=O.Cl.Cl[C:20](Cl)(Cl)[CH:21]([OH:23])O.[O-]S([O-])(=O)=O.[Na+].[Na+]>O>[Br:1][C:2]1[C:3]([O:9][CH3:10])=[C:4]([NH:8][C:21](=[O:23])[CH:20]=[N:11][OH:12])[CH:5]=[CH:6][CH:7]=1

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 1118Sulfuric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 226677353-Bromo-2-methoxyaniline

Product 1

HCID 131733281N-(3-Bromo-2-methoxy-phenyl)-2-hydroxyimino-acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
75 °C

Procedure

A mixture of 3-Bromo-2-methoxy-phenylamine (10 g, 0.05 mol), NH2OH.H2SO4 (48.73 g, 0.3 mol), conc. HCl (5 mL) in H2O (50 mL) is slowly added to the solution of chloral hydrate (9 g, 0.05 mol), Na2SO4 (42.18 g, 0.3 mol) in H2O (200 mL) then stirred at 35° C. for 1 h, 52° C. for 1.5 h, 75° C. for 1 h. After the reaction, the mixture is filtered and the solid is dried under vacuum to give the desired compound.

Workup

  1. customAfter the reaction
  2. filtrationthe mixture is filtered
  3. customthe solid is dried under vacuum

Sources & evidence

ORD record
ord-96ebd79b075c499da22f90f4e7ca0ff3
Source dataset
uspto-grants-2015_08
Patent number
US09102684B2

Reaction notes

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