4-(2-nitrobutyl)morpholine

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

Procedure: The product contained 88.95% of 4-(2-nitrobutyl)-morpholine and 3.85% 4,4'-(2-nitro-2-ethyltrimethylene)-dimorpholine. The P-1487 product produced when screened for eye irritation properties was found to be non-lachrymatory.

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

Procedure: The product contained 88.95% of 4-(2-nitrobutyl)-morpholine and 3.85% 4,4'-(2-nitro-2-ethyltrimethylene)-dimorpholine. The P-1487 product produced when screened for eye irritation properties was found to be non-lachrymatory.

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

Procedure: Formaldehyde, 37%, is added to the vessel with constant agitation and maintaining the temperature within the preferred 55°-60° C. range. The formaldehyde is added over a 21/2-6 hour addition period. Preferably, the formaldehyde is added in about 3-4 hours addition time. Addition times of less than 21/2 hours produce, 4,4'-(2-ethyl-2-nitrotrimethylene)dimorpholine and addition times of longer than 6 hours have no appreciable effect on product formation. Longer addition times than 6 hours and interruptions during addition produce no deleterious effects on the product quality or yield of the 2-nitrobutylmorpholine. The reaction mixture is held at the preferred temperature for a combined addition and holding period of 41/2-8 hours. Preferably, the reaction mixture is held for a minimum of two hours after the addition of the formaldehyde. During the holding period, the reaction goes to completion and any of the dimorpholine product formed converts to 2-nitrobutylmorpholine. maintaining the temperature within the preferred 55°-60° C. range 2-6 hour addition period addition time Addition times of less than 21/2 hours produce Longer addition times than 6 hours interruptions during addition

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

Procedure: The product contained 88.95% of 4-(2-nitrobutyl)-morpholine and 3.85% 4,4'-(2-nitro-2-ethyltrimethylene)-dimorpholine. The P-1487 product produced when screened for eye irritation properties was found to be non-lachrymatory.