2-HYDRAZINO-2-IMIDAZOLINE HYDROBROMIDE synthesis

Yield:-

Reaction Conditions:

with hydrazine hydrate in methanol;ethanol;water

Steps:

6 Preparation of Starting Material 2-Hydrazino-2-imidazoline hydrobromide
EXAMPLE 6 Preparation of Starting Material 2-Hydrazino-2-imidazoline hydrobromide A 306 gm. (3.0 mole) portion of 2-imidazolidinethione is heated to reflux in 1200 ml. of ethanol and 250 ml. (365 gm.) (3.35 mole) of ethyl bromide. The solid slowly dissolves over a period of 41/2 hours. A 151 gm. (3.0 + mole) portion of hydrazine hydrate is added in portions with some heating. The mixture is allowed to stand overnight. Crystals which form during the reaction and are dissolved by the addition of about 125 ml. of water, reform in the cooled mixture. The supernatant is filtered and concentrated to give white crystals. The solid is dissolved in 1 liter of hot methanol, filtered, concentrated and cooled to give white crystals which are washed with propanol and ether. Yield 404.2 gm., melting point 184.5°-185.5°C. Analysis calculated for C₃ H₈ N₄. HBr: C, 19.90; H, 5.01; N, 30.95; Br, 44.14. Found: C, 19.79; H, 4.88; N, 31.56; Br, 44.66.

References:

American Cyanamid Company US3931152, 1976, A