The unique reaction between 4, 6-dimethoxy-5-nitropyrimidine
and methylhydrazine was investigated. The reaction product was
identified as 4-hydrazino-6-hydroxypyrimidine from (a) spectral
data, (b) by direct synthesis of the product via 4-chloro-6-hydroxypyrimidine
and hydrazine, and (c) by conversion of the product to
the known 4-amino-6-hydroxypyrimidine using Raney nickel. The
product was not...
Thermal decomposition of several di-p-toluenesulfonylhydrazones
was studied. It was found that the carbene decomposition
of tetramethyl-1,3-cyclobutanedione, di-p-toluenesulfonylhydrazone
gave two products resulting from
rearrangement. One was identified as 2,5-dimethyl-1,3,4-hexatriene. A tentative structure for the second was
proposed. During the course of the study, a more convenient
procedure for thermal decompositions was...
The methanolysis of phosphorus trichloride coordinated to nickel
(0) has been studied. Free phosphorus trichloride reacts with methanol
to give dimethyl hydrogen phosphonate, methyl chloride, and hydrogen
chloride. The reaction involves a rearrangement on phosphorus using
the lone pair, in which the coordination number increases from three
to four. In...
Although 4- and 5-diacetamidopyrimidines have been reported
in the literature within the past eleven years, it was not until 1965
that a 2-diacetamidopyrimidine was reported. The current investigation
was undertaken to determine whether other 2-diacetamidopyrimi-dines could be synthesized and what the effect of various nuclear substituents would be on the...
The reaction of certain purin-8-ols with phosphorus
oxychloride and N,N-diethylaniline are described.
9-Amino-6-chloropurin-8-ol monohydrate reacted with
phosphorus oxychloride and N, N-diethylaniline to yield
the phosphorus oxychloride adduct. Other purin-8-ols
were prepared and the production of analogs similar to
the previously mentioned adduct was attempted.
6-Chloropurin-8-ol and 6, 9-diaminopurin-8-ol hydrochloride
monohydrate...
The retro-ene reaction of 2-vinylcyclohexanols occurs readily
in the vapor phase at 400-450° producing unsaturated carbonyl
compounds in good yields. The starting- materials were prepared in
general by the carbenoid addition reaction of ethyl diazoacetate,
appropriately substituted cyclohexene, and copper catalyst to
produce bicyclic esters which were reduced to the...
2-Carboxy-3(3-cyclohexen-1-yl)propionic acid, 3-(3-cyclohexen-1-yl)propionic acid and 3-(3-cyclohexen-1-yl)propionyl chloride
were prepared in sequence from ethyl-2-carbethoxy-3-(3-cyclohexen-1-yl)propionate. Cyclization of 3-(3-cyclohexen-1-yl)propionic
acid in polyphosphoric acid resulted in the formation of 4, 5, 6, 7-tetrahydroindanone which was identified by its ultraviolet spectrum
and its physical properties.
7-Bicyclo[3.3.1] nonen-2-one was prepared by a Friedel-Crafts cyclization of 3-(3-cyclohexen-1-yl)-propionyl...
The relative rates of hydrogen abstraction from 1-phenylalkanes and a,w-diphenylalkanes using N-bromosuccinimide and bromotrichloromethane were determined at 70°C. In both cases the reactions were photoinitiated. Only benzylic bromination was observed. The 1-phenylalkanes reacted with both reagents to give rates largely independent of substrate. Similarly, the rate of the reaction between...
1-(2-pyridyl)-3-methyl-3-butene-2-ol was prepared by allowing 2-picolyllithium to react with methacrolein.
In the reaction of picolyllithium with crotonaldehyde, two products 1-(2-pyridyl)-4-methyl-3-butene-2-ol and 1-(2-pyridyl)-4-methyl-2-butene-4-ol were formed.
1-(2-pyridyl)-3-methyl-3-butene-2-ol was subjected to the low
pressure hydrogenation, using methanol as solvent and PtO₂ as catalyst. A red yellow liquid 1-(2-pyridyl)-3-methyl-2-butanol was
obtained. Derivatives of the...
The present study has consisted primarily of an investigation
of the rates of isotopic sulfur exchange between sulfur dioxide and
various sulfur (VI) solutions, both 100% H₂SO₄ and, in particular,
related ammonia-containing sulfur (VI) solutions. One of the main
objects of the work was to obtain a comparison between exchange...
Dihalocarbenes have been generated by thermal decomposition
of sodium trichloroacetate and tribromomethylphenylmercury, and
give mono dihalocyclopropyl adducts with steroid dienes. Such
compounds offer an easy starting point for the synthesis of unusual
derivatives of potential biological interest. Under the same conditions,
however, addition to non-conjugated double bonds does not
take...