On the Reactions of Diazoalkyls With Urazoles And Their Salts

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On the Reactions of Diazoalkyls With Urazoles And Their Salts
Eli Kennerly Marshall
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In a preliiriir-ary ex-perir-ent sonie soaix-ni salt (about 0. 100 grco:. ) v;as dissolveu in 20 cc. Ethyl alooiiol, treateu with ethereal diazome thane solution and allowed to stand. The ether and alcohol were aistilled off and reaidue extracted with ohloroforni in the usual i:7ay; 0. 0c>7a graL. S of total proauot was obtaineu, and gave on hydrol>-sis 0. 02k!5 srarc nitrogen ester, showing a ratio K-ester:0-estsr of 87 . O: 1. 7 . The most probable e:':plana- tion is alcoholysis of the salt.
...If this were so, the auiount of ester should increase with tine the solution is allowea to stand. This is shown to be so by the following table. The fact, hov/ever, that about 0. 0083 grarus was ob- tained on aistillin^ off the solvent at once Jiight suggest the supposition that the s odium salt was ojr. Pure, contain- ing free urazole acia. Son:e of the salt ^vas extracted with chloroforiu and l-phenyl-ii-n, ethylurak:cle obtained. But this v;as fo^und to show nothing, as chlorofori:. Readily deoouipo&es, especially in light, into hyeirochloric acid and phosgene xindsr the influence of the oxygen of the air.

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