Ethyl hydrazinecarboxylate

ETHYL HYDRAZINECARBOXYLATE (Carbazic acid, ethyl ester)... 

The filtrate is now evaporated at atmospheric pressure to remove the alcohol, and the residual oil is distilled using a Vigreux column. Ethyl hydrazinecarboxylate boils at 92-95°/... 

If insufficient water is removed by evaporation, too much diaminobiuret will remain in solution and will interfere during the distillation of the ethyl hydrazinecarboxylate. 

Diaminobiuret has been prepared only from N-tricarboxylic ester and hydrazine hydrate.1 Ethyl hydrazinecarboxylate has been prepared by reduction of nitrourethan electrolytically2 or with zinc dust and acetic acid,3 and by the action of hydrazine hydrate on diethyl carbonate,4 6 ethyl chlorocarbonate,6 and N-tricarboxylic ester.1... 

Diethyl carbonate, with hydrazine hydrate to give ethyl hydrazinecarboxylate, 51,... 

Ethyl hydrazinecarboxylate, from hydrazine hydrate and diethyl carbonate, 51, 121 Ethyl 1-hydroxycyclohexylace-tate, 53, 67... 

Phenyl isocyanate, with ethyl hydrazinecarboxylate to give 4-phenyl-1-carbethoxy-semicarbazide, 51, 122 Phenylmagnesium bromide, o-... 

Interestingly, on treatment of l,2,4-oxadiazole-3-carbohydroximoyl chlorides 266 with ethyl hydrazinecarboxylate they rearrange to 4-amino-3-(2-ethoxycarbonylhydrazino)-1,2,5-oxadiazole 267 (equation 114). The formation of product 267 proceeded through an unstable hydrazidoxime. ... 

Ethyl diazoacetate, as source of car-bethoxycarbene, 50, 94 Ethylene, with p-methoxyphenyl-acetyl chloride and aluminum chloride to give 6-methoxy- 3-tetralone, 51,109 Ethyl hydrazinecarboxylate, from hydrazine hydrate and diethyl carbonate, 51,121 Ethylidenecyclohexylamine, 50,66 Ethyl 1-iodopropionate, from ethyl... 

Phenyl-l-carbethoxysemicarbazide, from ethyl hydrazinecarboxylate and phenyl isocyanate, 51,122 with potassium hydroxide to give... 

Phenyl isocyanate, with ethyl hydrazinecarboxylate to give 4-phenyl-... 

A. Ethyl hydrazinecarboxylate. To 100 g. (97 ml., 2.0 moles) of 100% hydrazine hydrate, contained in a 1-1. round-bottomed Hank, iH added 236 g. (243 ml., 2.0 moles) of diethyl carbonate (Note I). The flask is fitted with a calcium chloride-containing drying tube and is shaken vigorously to mix the two liquids. After about 5 minutes, the milky emulsion becomes warm, and shaking is continued until a clear solution is obtained (approximately 20 minutes). The flask is equipped with a reflux condenser fitted with a calcium chloride-containing drying tube and is heated on a steam bath for 3.5 hours. The reaction mixture is transferred to a 500-ml. round-bottomed flask and is... 

A solution of 30 grams of ethyl hydrazinecarboxylate in 150 c.c, of water is added to 63 grams of freshly precipitated mercuric oxide suspended in 1 litre of water. A violent gas evolution soon takes place and heat is developed. The yellow colour of the mercuric oxide disappears, and the mass becomes dirty green. After the reaction subsides, the whole is left for several hours, then boiled and filtered. The residue is boiled up several times, with about 500 c.e. of water, and from the jfiltrate colourless needles separate on cooling. These are reerystaliised from much water or a little benzene... 

H2NNHCO2C2H5 + COj + 3 CjHsOH + NH3 product recovered by distillation. This triester reacts with hydrazine as in (2) to form two products. The first, diaminobiuret, is obtained as an ethanol-insoluble solid, m.p. 205° dec., in 69-75% yield. The second, ethyl hydrazinecarboxylate, is recovered from the filtrate by distillation and crystallized m.p. 52°, yield 90-95%. 

Ethyl hydrazinecarboxylate, 24, 58 Ethyl hydrazodicarboxylate, 28, 58 Ethyl hydrogen adipate, 25, 21 Ethyl hydrogen sebacate, 21, 48 26, 21 electrolysis of, 21, 48 Ethyl 4-hydro benzoate, 29, 35 Ethyl a-ISOPROPYLACETOACETATE, 27, 35... 

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