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

HRID 1016539Notes

Reaction equation

HRID 1016539 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, 1/3) 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, 1/3)

Sources & evidence

ORD record
ord-04510f7d047243b1ba1546495db11b43
Source dataset
uspto-grants-2002_11
Patent number
US06476055B1

Reaction notes

Loading…