Isopropylamine → HCID 86735858, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-chloro-4,6-dinitro-o-cymene (4.0 g, 0.0155 mole) and isopropylamine (3.2 g, 0.054 mole) in toluene is heated in a bomb at 100° C. for 4 hours. The cooled mixture is washed with aqueous bicarbonate solution, dried over magnesium sulfate, and concentrated to leave the crude product which is purified by dry column chromatography to yield 3.2 g of product with mp 54°-55° C. By using one of the aforementioned procedures for the dinitration of the appropriate N-alkyl-4-alkyl-m-toluidines or by reacting the appropriate amine with the desired 3-chloro-2,4-dinitro-6-alkyltoluene the following compounds are prepared. ##STR41##Ex. No. R1 R2 Y MP° C.______________________________________201 H C3H7 -i C2H5 46°-46.5°202 H C4H9 -sec " 37.5°-38°203 H CH(C2H5)2 " 51°-53°204 H C3H7 -i C3H7 -n 55°205 H CH(C2H5)2 " orange oil206 H C3H7 -i C3H7 -i 54°-55°207 H C3H7 -n " orange-red oil208 H C4H9 -sec " orange oil209 H CH(C2H5)2 " red oil210 H CH(C2H5)2 C4H9 -n 47.5°-50°211 H CH(C2H5)2 C 4 H9 -sec orange oil______________________________________

Provenance & Evidence