Sodium Hydroxide → HCID 54447220, compound

HRID 463936Notes

Reaction equation

HRID 463936 reaction equation
[OH-].[Na+].[CH3:3][O:4][N:5]=[C:6]([C:11]1[CH:15]=[N:14][S:13][N:12]=1)[C:7]([O:9]C)=[O:8]>CO>[CH3:3][O:4][N:5]=[C:6]([C:11]1[CH:15]=[N:14][S:13][N:12]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53779849HCID 53779849, compound

Product 1

HCID 54447220HCID 54447220, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

An aqueous solution of 1N sodium hydroxide (5.4 ml.) was added with stirring at ambient temperature to a solution of methyl 2-methoxyimino-2-(1,2,5-thiadiazol-3-yl)acetate (syn isomer) (0.9 g.) in methanol (10 ml.) and the mixture was stirred for 1 hour at ambient temperature. Methanol was distilled off and water was added to the residue, after which the mixture was washed with ether. The aqueous layer was adjusted to pH 1.5 with 10% hydrochloric acid, subjected to salting-out and extracted with ether. The extract was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. Ether was distilled off. Benzene was added to the residue and removed to give crystals of 2-methoxyimino-2-(1,2,5-thiadiazol-3-yl)acetic acid (syn isomer) (0.67 g.), mp 99° to 100° C.

Workup

  1. distillationMethanol was distilled off
  2. additionwater was added to the residue
  3. washafter which the mixture was washed with ether
  4. extractionextracted with ether
  5. washThe extract was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. distillationEther was distilled off
  8. additionBenzene was added to the residue
  9. customremoved

Sources & evidence

ORD record
ord-65293272b926458285fe86ce37f1cf56
Source dataset
uspto-grants-1985_10
Patent number
US04544751

Reaction notes

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