Hydrochloric Acid → 4-Phenylmethyl-2,3-thiomorpholinedione-2-oxime

HRID 1030472Notes

Reaction equation

HRID 1030472 reaction equation
[C:1]1([CH2:7][N:8]2[CH2:12][CH2:11][S:10][C:9]2=[CH:13][N+:14]([O-:16])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].C([OH:21])C.Cl>O>[C:1]1([CH2:7][N:8]2[CH2:12][CH2:11][S:10][C:13](=[N:14][OH:16])[C:9]2=[O:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 30243963-Benzyl-2-nitromethylene-thiazolidine

Product 1

HCID 851863704-Phenylmethyl-2,3-thiomorpholinedione-2-oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.36 g (0.01 mol) of 3-phenylmethyl-2-nitromethylenethiazolidine are boiled under reflux in the mixture of 50 ml of 1N sodium hydroxide solution and 25 ml of ethanol until the dissolution of the starting substance (when, based on the TLC examination, no starting substance is detected in a sample taken from the reaction mixture). Then, the mixture is cooled, acidified by adding hydrochloric acid diluted to 1:1 with water (to a pH value of 1), the precipitated product is filtered off, washed with water and dried to give the title compound in a yield of 2,15 g (91%), m.p.: 225°-227° C.

Workup

  1. temperatureThen, the mixture is cooled
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-31ba42b11ab441dfbe9a2c3b3d10d5b8
Source dataset
uspto-grants-1992_04
Patent number
US05106846

Reaction notes

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