Hydrochloric Acid → HCID 136047381, compound

HRID 965412Notes

Reaction equation

HRID 965412 reaction equation
[OH-:1].[Na+].[F:3][CH2:4][O:5][N:6]=[C:7]([C:13]#[N:14])[C:8]([O:10]CC)=[O:9].Cl.[NH2:16]O.C(=O)([O-])[O-].[K+].[K+].Cl>O>[C:8]([C:7](=[N:6][O:5][CH2:4][F:3])[C:13](=[N:14][OH:1])[NH2:16])([OH:10])=[O:9]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 53831628HCID 53831628, compound

Product 1

HCID 136047381HCID 136047381, compoundYield 44.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (12.9 g, 321.1 mmol) in water (268 ml) was added to ethyl 2-fluoromethoxyimino-cyanoacetate (46.6 g, 267.6 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hrs. To the reaction mixture, hydroxylamine hydrochloride (20.5 g, 294.4 mmol) and then potassium carbonate (16.7 g, 120.4 mmol) were added under ice-cooling, and the mixture was stirred at a room temperature overnight and then concentrated hydrochloric acid (22.3 ml, 267.6 mmol) was added (pH 2). The mixture was concentrated at an internal temperature of 30° C., and then cooled when crystals were separated. The crystals were filtered off and dried to give 2-carboxy-2-fluoromethoxyimino-acetamidoxime (21.3 g, yield: 44.6%).

Workup

  1. temperaturecooling
  2. temperaturecooling
  3. stirringthe mixture was stirred at a room temperature overnight
  4. concentrationThe mixture was concentrated at an internal temperature of 30° C.
  5. temperaturecooled when crystals
  6. customwere separated
  7. filtrationThe crystals were filtered off
  8. customdried

Sources & evidence

ORD record
ord-ee261e6522274f92824aaa606f785f3f
Source dataset
uspto-grants-1998_06
Patent number
US05773624

Reaction notes

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