2-[(2-methoxyphenoxy)methyl]-1,3-thiazolidine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: α-Bromopropionylchloride (0.97 ml) in methylene chloride (15 ml) is added dropwise to a mixture of 2-(o-methoxyphenoxy)methyl-thiazolidine (2 g) and triethylamine (1.35 ml) in CH2Cl2 (30 ml) at 0°-5° C. After 1 hour, the mixture is washed with water and the usual work-up gives 3-α-bromopropionyl-2-(o-methoxyphenoxy)methyl-thiazolidine as a colourless oil. the mixture is washed with water

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-(o-methoxyphenoxymethyl)thiazolidine (15 g) in acetone (75 ml), cooled at 10° C., under stirring is added with triethylamine (10.5 ml) and dropwise with a solution of α-chloroacetylchloride (5.8 ml) in acetone (15 ml). After 2 hours the mixture is added with potassium thioacetate (35.4 g) and stirring is continued for 2 hours, the mixture is poured in ice and water (250 ml) and the precipitate is filtered and crystallized from EtOH to give 2-(o-methoxyphenoxy)methyl-3-acetylthioacetylthiazolidine (19.8 g, 87% yield) m.p. 89°-91° C. stirring the mixture is poured in ice water (250 ml) and the precipitate is filtered crystallized from EtOH

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-(o-methoxyphenoxymethyl)thiazolidine (100 g) in 1,2-dichloroethane (250 ml) cooled at 10° is heated, under stirring, with triethylamine (68 ml) and a solution of α-chloroacetylchloride (36.2 ml) in 1,2-dichloroethane (50 ml) is added dropwise. After 1 hour, the mixture is washed with water, dried on Na2SO4 and evaporated to dryness. Subsequent crystallization from propan-2-ol gives 3-α-chloroacetyl-2-(o-methoxyphenoxymethyl)thiazolidine m.p. 87°-88° C. (100 g). is heated the mixture is washed with water dried on Na2SO4 evaporated to dryness Subsequent crystallization from propan-2-ol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-(o-methoxyphenoxymethyl)thiazolidine (100 g) in 1,2-dichloroethane (250 ml) cooled at 10° is heated, under stirring, with triethylamine (68 ml) and a solution of α-chloroacetylchloride (36.2 ml) in 1,2-dichloroethane (50 ml) is added dropwise. After 1 hour, the mixture is washed with water, dried on Na2SO4 and evaporated to dryness. Subsequent crystallization from propan-2-ol gives 3-α-chloroacetyl-2-(o-methoxyphenoxymethyl)thiazolidine m.p. 87°-88° C. (100 g). is heated the mixture is washed with water dried on Na2SO4 evaporated to dryness Subsequent crystallization from propan-2-ol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-(o-methoxyphenoxy)methyl-thiazolidine (1.83 g) in pyridine (6 ml) is treated with methane sulphonyl chloride (1.2 g) at room temperature. After 4 hours the mixture is diluted with 2N H2SO4, extracted with Et2O, to afford after the usual work-up 2.2 g of 3-methanesulphonyl-2-(o-methoxyphenoxy)methyl-thiazolidine m.p. 118°-120° C. extracted with Et2O

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: α-Bromopropionyl chloride (0.97 ml) in methylene chloride (15 ml) is added dropwise to a mixture of 2-(o-methoxyphenoxy)methyl-thiazolidine (2 g) and triethylamine (1.35 ml) in CH2Cl2 (30 ml) at 0°-5° C. After 1 hour, the mixture is washed with water and the usual work-up gives 3-α-bromopropionyl-2-(o-methoxyphenoxy)methyl-thiazolidine as a colourless oil. the mixture is washed with water

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 2-(o-methoxyphenoxymethyl)thiazolidine (15 g) in acetone (75 ml), cooled at 10° C., under stirring is added with triethylamine (10.5 ml) and dropwise with a solution of α-chloroacetylchloride (5.8 ml) in acetone (15 ml). After 2 hours the mixture is added with potassium thioacetate (35.4 g) and stirring is continued for 2 hours, the mixture is poured in ice and water (250 ml) and the precipitate is filtered and crystallized from EtOH to give 2-(o-methoxyphenoxy)methyl-3-acetylthioacetylthiazolidine (19.8 g, 87% yield) m.p. 89°-91° C. stirring the mixture is poured in ice water (250 ml) and the precipitate is filtered crystallized from EtOH