2-(o-Methoxyphenylthio)methylthiazolidine → 3alpha-Acetylthioacetyl-2-(o-methoxyphenylthio)methyl-thiazolidine

HRID 2291918Notes

Reaction equation

HRID 2291918 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH2:10][CH:11]1[NH:15][CH2:14][CH2:13][S:12]1.[C:16]([CH2:19][C:20](Cl)=[S:21])(=[O:18])[CH3:17]>N1C=CC=CC=1.OS(O)(=O)=O>[C:16]([CH2:19][C:20]([N:15]1[CH2:14][CH2:13][S:12][CH:11]1[CH2:10][S:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])=[S:21])(=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 100373622-(o-Methoxyphenylthio)methylthiazolidineHCID 23301560Acetylthioacetylchloride

Product 1

HCID 200276313alpha-Acetylthioacetyl-2-(o-methoxyphenylthio)methyl-thiazolidine

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 1118Sulfuric AcidSolvent

Procedure

A solution of 2-(o-methoxyphenylthio)methylthiazolidine (5 g) in pyridine (25 ml) is reacted with acetylthioacetylchloride (2.93 g) for a night at room temperature, the reaction mixture is diluted with 2N H2SO4, extracted with ethylether to give after the usual work-up 3α-acetylthioacetyl-2-(o-methoxyphenylthio)methyl-thiazolidine, m.p. 62°-64° C.

Workup

  1. extractionextracted with ethylether

Sources & evidence

ORD record
ord-a676912a4c4342f3817d4f004045355b
Source dataset
uspto-grants-1989_01
Patent number
US04798898

Reaction notes

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