2-[[2-(2-methoxyethyl)phenoxy]methyl]oxirane

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

Procedure: A solution of 980 mg of 3-(2-amino-2-methylpropylthio)-6-chloropyridazine and 960 mg of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane in 60 ml of methanol was treated in the same way as in Example 1, (b) to give 534 mg of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanol.

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

Procedure: A solution of 980 mg of 3-(2-amino-2-methylpropylthio)-6-chloropyridazine and 960 mg of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane in 60 ml of methanol was treated in the same way as in Example 1, (b) to give 534 mg of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanol.

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

Procedure: A mixture of 4.83 g of 3-(2-amino-2-methylpropoxy)-6-chloropyridazine obtained in Example 1(a), 5.0 g of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane and 200 ml of ethanol was refluxed for 4 hours, and the solvent was evaporated under reduced pressure. A solution of the residue in benzene was extracted with 1N hydrochloric acid. The aqueous layer was extracted with chloroform, washed successively with 5% sodium carbonate and water, and the organic layer was dried over magnesium sulfate. The solvent was evaporated to give 3.8 g of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol. was refluxed for 4 hours the solvent was evaporated under reduced pressure A solution of the residue in benzene was extracted with 1N hydrochloric acid The aqueous layer was extracted with chloroform washed successively with 5% sodium carbonate and water the organic layer was dried over magnesium sulfate The solvent was evaporated

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

Procedure: A solution of 980 mg of 3-(2-amino-2-methylpropylthio)-6-chloropyridazine and 960 mg of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane in 60 ml of methanol was treated in the same way as in Example 1, (b) to give 534 mg of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinylthio)ethylamino]-2-propanol.

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

Procedure: A mixture of 4.83 g of 3-(2-amino-2-methylpropoxy)-6-chloropyridazine obtained in Example 1(a), 5.0 g of 1-[2-(2-methoxyethyl)phenoxy]-2,3-epoxypropane and 200 ml of ethanol was refluxed for 4 hours, and the solvent was evaporated under reduced pressure. A solution of the residue in benzene was extracted with 1N hydrochloric acid. The aqueous layer was extracted with chloroform, washed successively with 5% sodium carbonate and water, and the organic layer was dried over magnesium sulfate. The solvent was evaporated to give 3.8 g of 1-[2-(2-methoxyethyl)phenoxy]-3-[1,1-dimethyl-2-(3-chloro-6-pyridazinyloxy)ethylamino]-2-propanol. was refluxed for 4 hours the solvent was evaporated under reduced pressure A solution of the residue in benzene was extracted with 1N hydrochloric acid The aqueous layer was extracted with chloroform washed successively with 5% sodium carbonate and water the organic layer was dried over magnesium sulfate The solvent was evaporated