Aldoxime → HCID 86254502, compound

HRID 1262808Notes

Reaction equation

HRID 1262808 reaction equation
[SH:1][CH2:2][CH:3](C)C(OC)=O.[OH-:9].[Na+].[C:11](Cl)(=[N:13][OH:14])[CH3:12].[CH:16](=[N:18]O)[CH3:17].ClCl>[OH-].[NH4+]>[C:11]([S:1][CH:2]([CH3:3])[CH2:17][C:16](=[O:9])[NH2:18])(=[N:13][OH:14])[CH3:12]

Participants

7

Reactant 5

HCID 7863AldoximeHCID 14798Sodium HydroxideHCID 24526ChlorineHCID 69633Ethanimidoyl chloride, N-hydroxy-HCID 107231Methyl 2-methyl-3-sulfanylpropanoate

Product 1

HCID 86254502HCID 86254502, compound

Reagents, catalysts & solvents 1

HCID 14923Ammonium HydroxideSolvent

Procedure

Using the procedure described in Example I 33 grams (0.25 m) of methyl 3-mercapto-2-methylpropionate and 10 grams (0.25 m) of NaOH was caused to react with acetohydroximoyl chloride prepared from 15 g (0.25 m) of acetaldoxime and 18 g (0.25 m) of chlorine. After reaction the crude reaction product was placed in a pyrex pressure bottle to which was added 200 ml of concentrated ammonium hydroxide. The bottle was sealed and the mixture was stirred by means of a magnetic stirring bar for two days at ambient temperature. The bisphasic reaction mixture was then extracted with ether and the lower, aqueous phase was concentrated in vacuo to produce 3 g of a residue which crystallized on standing. An infrared spectrum supported the proposed structure.

Workup

  1. customAfter reaction the crude
  2. customreaction product
  3. customThe bottle was sealed
  4. customThe bisphasic reaction mixture
  5. extractionwas then extracted with ether
  6. concentrationthe lower, aqueous phase was concentrated in vacuo

Sources & evidence

ORD record
ord-7e1fa94d8d8b441092eb0b806a946c78
Source dataset
uspto-grants-1984_06
Patent number
US04454134

Reaction notes

Loading…