Hydrazine alkylation

Only the preparation of potassium azide is described here. However, the method outlined below can be adapted to the preparation of the alkali and alkaline earth azides in general. It is also suggested for the purification of technical sodium azide. The usual methods for the synthesis of sodium azide by the nitrous oxide-sodium amide3 method or the hydrazine-alkyl nitrite4 procedure have either not... 

Isatin and 1-alkylisatins furnish condensation products at the C-3 position when reacted with hydrazine, alkyl and arylhydrazines , heteroarylhydrazines derived from pyrimidine240, pyrazine241, thiazole242, 1,2,4-triazine243, quinazoline244 245,... 

Aromatic ring N-oxides Aromatic mono- and d-alkyl amino groups Alkyl hydrazines Alkyl aldehydes N-methylol derivatives Monohal alkanes N and S mustards, P-haloethyl... 

Hydrazin (2-Dimethylamino-ethyl)-EI6a, 430 (Hydrazin-Alkyl.) Hydrazonium tert.-Butyl- -bromid E16a, 433 (N-Alkyl.)... 

Ethoxy-phenyl)- X/2, 215 (2-Methoxy-benzyl)- X/2, 47 (4-Methoxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.) 2-(l-Methyl-2-oxo-propyliden)-l-(2-butenyliden)- El4b, 660 (Hydrazon + 2-En-al) (2-Phenoxy-ethyl)- E16a, 427 (N-Alkyl.)... 

Benzyl-1 -(3-hydroxy-propyl)- E16a, 487 (R2N —NO —Red.) 2-(2-Hydroxy-butyl)-l-phenyl- El6a, 601 (R-NH-NH2 + Oxiran) 2-(2-Hydroxy-2-methyl-propyl)- 3 -phenyl- E16a, 601 (R-NH-NH2 + Oxiran) (4-Isopropyloxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.) (4-Propyloxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.)... 

Butyloxy-benzyl)- E16a, 432 (Hydrazin-Alkyl.) [3-(4-Methoxy-phenyl)-l -methyl-propyl]- E16a, 446 (Hydrazon-Red.)... 

Piperidin l-(2-Hydrazino-ethyl)-2,2,6,6-tetramethyl- E16a, 430 (Hydrazin- Alkyl.)... 

Quinolin 7-Chlor-4-[l-methyl-2-(l-methyl-hdrazino)-ethylamino]-E16a, 471 (Hydrazin-Alkyl.)... 

Aromatic nitro groups Aromatic rings N-oxides Alkyl hydrazines Alkyl aldehydes N-methyl derivatives Monoalkenes p-Haloethyl mustards N-Chloroamines Alkyl N-nitrosoamines Alkyl esters of either phosphoric or sulfonic adds Aromatic mono- and dialkylamino groups Aromatic azo groups (because of possible reduction to aromatic amines) Aromatic and aliphatic aziridinyl derivatives Aromatic and aliphatic substituted primary alkyl halides Aromatic amines (including their N-hydroxy derivatives and the derived esters Propriolactones and propriosultones Derivatives of urethane (carbamates) Aliphatic and aromatic epoxides... 

The standard synthesis for 2,4-dihydro-3//-pyrazol-3-ones is the cyclocondensation of hydrazine, alkyl-or arylhydrazines with y ketocarboxylic esters Knorr synthesis, 1883), e.g. ... 

Metabolism studies on hydrazines alkylated at one position have also been performed in vivo 84). Iproniazid, which is structurally related to isoniazid, was shown to be metabolized to reactive components which became covalently bound to hepatic tissue. The radiolabel was contained in the isopropyl moiety (555). The proposed metabolic fate of iproniazid is also illustrated in Fig. 17. The major difference between these activation pathways is that the reactive species formed metabolically from isoniazid is an acylating agent while in the case of iproniazid an alkylating agent is formed. 

Reactivity and Incompatibility Ozone is a powerful oxidant and can react explosively with readily oxidizable substances and reducing agents. Explosions can occur when ozone is exposed to bromine, hydrogen bromide, hydrogen iodide, nitrogen oxides, lithium aluminum hydride, metal hydrides, hydrazine, alkyl metals, stilbene, ammonia, arsine, and phosphine. Ozone reacts with alkenes and other unsaturated organic compounds to form ozonides, many of which are highly unstable and explosive. Ozone combines with many aromatic compounds and ethers to form shock-sensitive and explosive products. 

Hydrazine, alkyl and arylhydrazines give orange-red bead surface... 

Coumarin 346 also reacts with electron-rich aminoheterocycles, dimethyl 1,3-acetonedicarboxylate, hydrazines, alkyl thioglycolates, and methyl sarcosinate to give a variety of 3,4-heteroannulated coumarins 349a-h with an excellent regi-oselectivity and in moderate to high yields (41-85 %) [204] (Scheme 113). 

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