22632-06-0 Usage
Originator
Bupicomide,ZYF Pharm Chemical
Uses
Antihypertensive.
Manufacturing Process
3-n-Butyl-6-methyl-3,4-dihydro-1,2-pyran was obtained and isolated from the
reaction mixture by fractional distillation in vacuum to separate a by-product
formed by cyclodimerisation of methyl vinylketone. The yield of the3-n-butyl-
6-methyl-3,4-dihydro-1,2-pyran was 47% (boiling point 106-107°C.
The saponification of the 3-n-butyl-6-methyl-3,4-dihydro-1,2-pyran was
accomplished by heating for 0.5 h in a mixture with acetic acid. The 1-methyl-
4-n-butyl-1,5-dicarbonyl acid formed not isolated from the reaction mixture
was added to hydroxylamine. The reaction with hydroxylamine was carried out
by gradual addition of acetic acid solution of 1,5-dicarbonyl compound to the
stirring refluxing suspension of hydroxylamine in glacial acetic acid. By usual
treatment was fractionned in vacuum to yield 37.5% of 2-methyl-5-nbutylpyridine,
boiling point 105°C.
The 2-methyl-5-n-butylpyridine was oxidated by selenium dioxide in pyridine
to 5-n-butyl-2-pyridine carboxylic (fusarinic) acid, melting point 100-101°C.
25.0 g of the 5-n-butyl-2-pyridine carboxylic (fusarinic) acid and 25 ml of
thionyl chloride were mixed; after all of the acid is dissolved, concentrate (in
vacuo) the mixture and take up the mixture in 500 ml of anhydrous benzene;
with cooling add the mixture to a solution of excess ammonia in 1 l of
benzene, concentrate (in vacuo) the resulting mixture; add water and
potassium carbonate and extract the amide with ether; dry and concentrate
the ether extract and 5-n-butyl-2-pyridine carboxamide was obtained
(recrystallize from acetonitrile).
Therapeutic Function
Antihypertensive
Check Digit Verification of cas no
The CAS Registry Mumber 22632-06-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,6,3 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 22632-06:
(7*2)+(6*2)+(5*6)+(4*3)+(3*2)+(2*0)+(1*6)=80
80 % 10 = 0
So 22632-06-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H14N2O/c1-2-3-4-8-5-6-9(10(11)13)12-7-8/h5-7H,2-4H2,1H3,(H2,11,13)
22632-06-0Relevant articles and documents
1,2,3,6-Tetrahydropyridines by Cycloaddition of 1-Alkoxy-1,3-dienes and (Tosyloxyimino)malononitrile
Dormagen, Walter,Rotscheidt, Klaus,Breitmaier, Eberhard
, p. 636 - 640 (2007/10/02)
1-Alkoxy-1,3-alkadienes and 5-vinyl-3,4-dihydro-2H-pyran (prepared by Wittig carbonyl olefination of 3-alkoxyacroleins and 5-formyl-3,4-dihydro-2H-pyran) undergo cycloaddition with (tosyloxyimino)malononitrile in tetrahydrofuran/water at room temperature to give 5-alkyl-2,2-dicyano-6-ethoxy-1-tosyloxy-1,2,3,6-tetrahydropyridines and 7,7-dicyano-8-tosyloxy-3,4,6,7,8,8a-hexahydro-2H-pyranopyridine.These compounds can be converted into 6-alkoxy-5-alkyl-2,2-dicyano-2,3-dihydropyridines and pyridine-2-carboxamides, respectively.
