Hydrochloric Acid → 5-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one

HRID 51216Notes

Reaction equation

HRID 51216 reaction equation
Cl.[OH2:2].N=[C:4]1[C:8]([CH3:15])([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:7][C:6](=[S:16])[N:5]1[NH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CO>[CH3:15][C:8]1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:7][C:6](=[S:16])[N:5]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:4]1=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 113928474-Imino-5-methyl-5-phenyl-3-phenylaminothiazolidine-2-thione

Product 1

HCID 120563925-Methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

37% hydrochloric acid (5 ml) and water (1 ml) was added at room temperature with stirring to a solution of 4-imino-5-methyl-5-phenyl-3-phenylaminothiazolidine-2-thione (9.38 g) in methanol (50 ml). The solution was stirred for 24 hrs at room temperature. The solvent was then evaporated under reduced pressure. The residue was purified by column chromatography (ethyl acetate-n-hexane, ⅓) to yield an oily 5-methyl-5-phenyl-3-phenylamino-2-thioxothiazolidin-4-one (7.02 g).

Workup

  1. customThe solvent was then evaporated under reduced pressure
  2. customThe residue was purified by column chromatography (ethyl acetate-n-hexane, ⅓)

Sources & evidence

ORD record
ord-bafb5c3f1b15449c9e23e81a8e272203
Source dataset
uspto-grants-2004_03
Patent number
US06713629B2

Reaction notes

Loading…