Potassium Carbonate → HCID 20203317, compound

HRID 973025Notes

Reaction equation

HRID 973025 reaction equation
Cl.[CH3:2][O:3][NH2:4].C(=O)([O-])[O-:6].[K+].[K+].[N+:11]([C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17])([O-:13])=[O:12]>O>[CH3:2][O:3][N:4]([C:16](=[O:17])[C:15]1[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=1[N+:11]([O-:13])=[O:12])[OH:6]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 118752-Nitrobenzoyl chlorideHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 20203317HCID 20203317, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

186 g (2.2 moles) of O-methylhydroxylamine hydrochloride, dissolved in 322 ml of water, were added dropwise at 10° C to 322 g (2.32 moles) of potassium carbonate dissolved in 276 ml of water. 340 g (1.84 moles) of 2-nitrobenzoyl chloride were added dropwise to this mixture. After stirring the batch for one hour, the residue was filtered off and was suspended in lukewarm water in order to dissolve the admixed potassium chloride. The solid constituents were again filtered off and washed with water. 192 g (53% of theory) of N-methoxy-2-nitro-benzhydroxamic acid were obtained as a slightly granular beige-colored powder of melting point 104° C (which can be recrystallized from ethyl acetate). ##STR26##

Workup

  1. filtrationthe residue was filtered off
  2. dissolutionto dissolve the admixed potassium chloride
  3. filtrationThe solid constituents were again filtered off
  4. washwashed with water

Sources & evidence

ORD record
ord-f7d2f87779e94191af30925ded69995a
Source dataset
uspto-grants-1977_10
Patent number
US04054650

Reaction notes

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