By John C. (editor) Bailar
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The impure urazine is recrystallized by dissolving it in URAZINE 31 1200 ml. 1 M hydrochloric acid a t 95", filtering, and cooling to room temperature with constant stirring. The urazine crystallizes in the form of large, brilliant, white crystals; it is filtered and washed with water, ethanol, and ether. The product weighs about 44 g. (80% yield based on the crude product) and melts with decomposition a t 275". Procedure B Preparation from Carbohydrazide-N-carboxamide. 7 ml. 2 mol) are heated together in a 200-ml.
Soc. chim. France,  30, 531 (1878). 3. WHITTAKER, LUNDSTROM, and MERZ:I d . Eng. , 23, 1410 (1931). 4. TAYLOR and DENSLOW: J. Phys. , 31, 374 (1927). 5. BRINER and PYLKOFF: J. chim. , 10, 640 (1912). 6. COLEMAN,LILLIS,and GOHEEN: INORGANIC SYNTHESES, 1, 55 (1939). 17. YLSO HN03 ~+ ClSO,H+ HzS04 HN03 + + (1 + n)HzSO, + NO2Cl SCBMITTED BY RALPH KAPLAN* AND HAROLD SHECHTER' CHECKED B Y THOMAS c. CASTORINAt AND w. R. ~ Critical surveys have shown that t,he older methods for the preparation of nitryl chloride are inefficient and yield impure products.
THE PREPARATION OF CARBOHYDRAZIDE ON A SEMICONTINUOUS BASIS Stock Run soln. No. g* -1-1 I Diethyl carbonlate re- liquor ate moved, remainadded, ml. ing, g. mols ___ 300 300 275 product, g. I -~ ___ _ _ ~ _ ~ 260 229 294 165 189 155 , 165 351 509 65 86 87 CARBOHYDRAZIDE 35 Properties Carbohydrazide is a white crystalline compound melting with decomposition a t 153 to 154". It is very soluble in water but insoluble in alcohol, ether, chloroform, and benzene. ~ Carbohydrazide forms crystalline salts with 1and 2 mols of hydrochloric acid, 1 mol of sulfuric acid, and 1 mol of oxalic acid.