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ChemicalBook CAS DataBase List MOPSO

MOPSO synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

in water

Steps:

6 3-(N-morpholino)-2-hydroxypropyl sulfonic acid
EXAMPLE 6 3-(N-morpholino)-2-hydroxypropyl sulfonic acid A mixture of 174.24 gms (2 moles) of morpholine, 300 cc. of water and 196.5 gms (1 mole) of sodium-3-chloro-2-hydroxypropyl sulfonate is charged to a 1-liter, 2-neck flask equipped with stirrer and condenser. The suspension is stirred vigorously and refluxed for 3 hours. After cooling to about 25° C., the solution is passed through a column of Dowex 50 in order to remove sodium cations and form the free acid. The elude from the column, containing the product, is evaporated to a thick oil under vacuum. Upon diluting with alcohol, the product, in the form of a zwitterion, crystallizes readily. The product is filtered, washed with alcohol and dried. The yield is 160 gms of a white material melting at 280° C. with decomposition. Analysis of the product indicates a carbon content of 37.38%, a hydrogen content of 6.74%, and a nitrogen content of 6.24%. The calculated values are carbon, 37.3%; hydrogen, 6.7%; and nitrogen, 6.2%. The pKa of this product at 20° C. is 6.95.

References:

Research Organics US4169950, 1979, A

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