Hydrazine salts have been prepared by the action of hypochlorites on
ammonia[1] or urea;[2] by the hydrolysis of salts of sulfohydrazimethylene
disulfonic acid;[3] by the hydrolysis of triazoacetic acid;[4] by the
reduction of diazoacetic ester;[5] by the reduction of nitroguanidine
followed by hydrolysis;[6] by the reduction of the nitroso derivatives
of hexamethylene tetramine;[7] by the reduction of nitrates or nitrites
with zinc in neutral solution;[8] by the action of sodium bisulfite
on hyponitrous acid followed by reduction;[1b] by the reduction
of K2SO3N2O2;[2b] by the action of ammonia on dichlorourea;[3b]
by the reduction of nitrosoparaldimin;[4b] by the action of copper
sulfate on ammonia at high temperatures;[5b] by the reduction of
methylene diisonitrosoamine;[6b] by the hydrolysis of the addition
product of diazoacetic ester and fumaric or cinnamic esters.[7b]
[1] D. R. P. 192,783; Chem. Zentr. 1908 (I), 427; Chem. Ztg. 31, 926
(1907); D. R. P. 198,307; Chem. Zentr. 1908 (I), 1957; Eng. Pat.
22,957; C. A. 2, 1999 (1908); U. S. Pat. 910,858; C. A. 3, 1065
(1909); French Pat. 382,357; C. A. 3, 2358 (1909); Ber.
40, 4588 (1907); Laboratory Manual of Inorganic Preparations,
by A. B. Lamb, Harvard University, Cambridge, Mass.
[2] J. Russ. Phys. Chem. Soc. 37, 1 (1905); Chem. Zentr. 1905
(I) 1227; D. R. P. 164,755; Frdl. 8, 53 (1905); French Pat. 329,430;
J. Soc. Chem. Ind. 22, 1063 (1903); Chem. Zentr. 1905 (I) 1227.
[3] D. R. P. 79,885; Frdl. 4, 26 (1895); Ber. 28, 2381 (1895).
[4] Ber. 20, 1632 (1887); Chem. News 55, 288 (1887); D. R. P. 47,600;
Frdl. 2, 554 (1889); J. prakt. Chem. (2) 39, 27 (1889).
[5] Ber. 27, 775 (1894); 28, 1848 (1895); D. R. P. 58,751; Frdl. 3, 16
(1891); D. R. P. 87,131; Frdl. 4, 28 (1896).
[6] Ann. 270, 31 (1892); D. R. P. 59,241; Frdl. 3, 16
(1891); Eng. Pat. 6,786; J. Soc. Chem. Ind. 11, 370 (1892).
[7] D. R. P. 80,466; Frdl. 4, 27 (1895); Ann. 288, 232 (1895).
[8] Eng. Pat. 11, 216; J. Soc. Chem. Ind. 14, 595 (1895). [1b] Ber.
33, 2115 (1900); Ann. 288, 301 (1895).
[2b] Ber. 27, 3498 (1894).
[3b] J. Chem. Soc. 95, 235 (1909); Chem. News 98, 166 (1908).
[4b] Ber. 23, 752 (1890).
[5b] Chem. News 66, 223 (1892).
[6b] Ber. 27, 3292 (1894);
[7b] Ber. 21, 2637 (1888).