Method of Preparing Alkylated Dichloroxypurines.
Year: 1897

page_text: Date of Application, 7th Apr., 1897
Complete Specification Left, 7th Jan., 1898-Accepted, 26th Feb., 1898
PROVISIONAL SPECIFICATION.
Method of Preparing Alkylated Dichloroxypurines.
I, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been com-
municated to me by C. F. Boehringer & Soehne, of Waldhof, near Mannheim, in
the Empire of Germany), to be as follows:-
•-
Alkylated dichloroxypurines can be readily obtained by double decomposition
of halogen alkyls with salts of dichloroxypurines.
For this purpose either the dry salt may be employed, or a solution of the salt in
water, alcohol, or dilute alcohol, the reaction proceeding smoothly in each case.
By the action of one molecular proportion, or two molecular proportions, of
halogen alkyl on the acid, or neutral salt, it is possible to replace either one, or
both, of the imide hydrogen atoms of dichloroxypurine.
The introduction of the methyl group gives rise to a substance already obtained
by other methods, namely, beta-dichloroxymethylpurine (E. Fischer Ber. d.d.
Chem. Ges. 28; 2490) or dichloroxydimethylpurine (E. Fischer Ber. d.d. Chem.
Ges. 17; 333).
The following examples will illustrate this invention.
1. Alkylation of a dry salt. 400 grams of the dry neutral lead salt of
dichloroxypurine (Pb C, N, O Cl₂) are heated with 300 grams of methylic iodide
and 150 cc. of ether for twelve hours in closed vessels at 100-110° Centigrade.
The product of the reaction is extracted by means of boiling alcohol. The concen-
trated filtrate deposits dichloroxydimethylpurine in beautiful needles, which, after
repeated recrystallisation from alcohol, melt at 187° Centigrade.
2. Alkylation in dilute alcoholic solution. 1 kilogramme of dichloroxypurine
is dissolved in 4 litres of water containing 700 grams of caustic potash. The
solution is then treated with an equal bulk of alcohol, and cooled. After adding
700 grams of methylic iodide the mixture is allowed to remain for 48 hours in the
ice-chest. The alcohol having been removed, treatment with acid causes beta-
dichloroxy-methylpurine to separate in slender crystals.
Dated this 7th dox of An 1807
Method of Preparing Alkylated Dichloroxypurines.
I, JAMES YATE JOHNSON, of 47, Lincoln's Inn Fields, in the County of London,
Gentleman, do hereby declare the nature of this invention (which has been com-
Price 8d 1

page_text: municated to me from abroad by C. F. Boehringer & Soehne, of Waldhof, near
Mannheim, in the Empire of Germany) and in what manner the same is to be
performed to be particularly described and ascertained in and by the following
statement.
Alkylated dichloroxypurines can be readily obtained by double decomposition
of halogen alkyls with salts of dichloroxypurines.
For this purpose either the dry salt may be employed, or a solution of the salt
in water, alcohol, or dilute alcohol, the reaction proceeding smoothly in each case.
By the action of one molecular proportion, or two molecular proportions, of
halogen alkyl on the acid, or neutral salt, it is possible to replace either one, or both,
of the imide hydrogen atoms of dichloroxypurine.
The introduction of the methyl group gives rise to a substance already obtained
by other methods, namely, beta-dichloroxymethylpurine (E. Fischer, Ber. d.d.
chem. Ges. 28; 2490) or dichloroxydimethylpurine (E. Fischer, Ber. d.d. chem.
Ges. 17; 333).
The following examples will illustrate this invention.
1. Alkylation of a dry salt. 400 grams of the dry neutral lead salt of
dichloroxypurine (Pb, C, N, O Cl₂) are heated with 300 grams of methylic iodide
and 150 c.c. of ether for twelve hours in closed vessels at 100°-110° Centigrade.
The product of the reaction is extracted by means of boiling alcohol. The concen-
trated filtrate deposits dichloroxydimethylpurine in beautiful needles, which, after
repeated recrystallisation from alcohol, melt at 187° centigrade.
2. Alkylation in dilute alcoholic solution. 1 kilogramme of dichloroxypurine is
dissolved in 4 litres of water containing 700 grams of caustic potash. The solu-
tion is then treated with an equal bulk of alcohol, and cooled. After adding 700
grams of methylic iodide the mixture is allowed to remain for 48 hours in the ice-
chest. The alcohol having been removed, treatment with acid causes beta-
dichloroxy-methylpurine to separate in slender crystals.
Having now particularly described and ascertained the nature of this inven-
tion and in what manner the same is to be performed I declare that what I
claim is:-
The manufacture or preparation of alkylated dichloroxypurines by acting upon
a salt of dichloroxypurine with an ester suitable for alkylizing.
Dated this 7th day of Tonu 1808
JOHNSONS & WILLCOX,
47, Lincoln's Inn Fields, London, W.C., Agents.