2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)

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CAS:16286-69-4
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Products Intro: Product Name:2-(hexahydro-1H-azepin-1-yl)ethyl -cyclohexylthiophene-3-acetate, compound with citric acid (1:1)
CAS:16286-69-4
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2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Basic information
Product Name:2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)
Synonyms:2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1);2-(Azepan-1-yl)ethyl 2-cyclohexyl-2-(thiophen-3-yl)acetate 2-hydroxypropane-1,2,3-tricarboxylate;2-(hexahydro-1H-azepin-1-yl)ethyl ?-cyclohexylthiophene-3-acetate, compound with citric acid (1:1)
CAS:16286-69-4
MF:C26H39NO9S
MW:541.65416
EINECS:240-381-2
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Mol File:16286-69-4.mol
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Structure
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Chemical Properties
Melting point 115°
Safety Information
MSDS Information
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Usage And Synthesis
OriginatorStratene,Innothera,France,1973
Manufacturing ProcessIn a 100 ml flask fitted with a mechanical stirrer, a vertical condensor protected by a calcium chloride stopper, a dropping-funnel and a source of nitrogen were introduced 30 ml of hexamethylenephosphotriamide and 2.3 g (0.1 mol) of finely cut sodium wire. A mixture of 12.3 g (0.1 mol) of (3- thienyl)-acetonitrile and 16.3 g (0.1 mol) of cyclohexyl bromide was then quickly added at a temperature of 20 C. The reaction mixture was then maintained under nitrogen atmosphere and stirred for 12 hours at room temperature. The excess of sodium was destroyed by adding 5 ml of ethanol and the organic solution was slowly poured into 100 ml of a 1 N iced solution of hydrochloric acid. The solution was extracted twice with 100 ml ether. The ethereal phases were collected, washed with water, dried and concentrated under reduced pressure. The crude product was then purified by chromatography on a silica column (150 g of silica) using a 1/1 benzene/cyclohexane mixture as elution agent. The product obtained was rectified by distillation.
In this manner, 3.4 g of alpha(3-thienyl)-alpha-cyclohexylacetonitrile were obtained, which represents a yield of 16%.
The nitrile may then be hydrolyzed to cyclohexyl-(3-thienyl)acetic acid which is reacted with 1-(2-chloroethyl)-hexahydro-1H-azepine to give cetiedil. It is commonly used as the citrate.
Therapeutic FunctionVasodilator
2-(hexahydro-1H-azepin-1-yl)ethyl alpha-cyclohexylthiophene-3-acetate, compound with citric acid (1:1) Preparation Products And Raw materials
Raw materialsSodium-->1-(2-CHLOROETHYL) HEXAMETHYLENIMINE-->3-Cyanomethylthiophene-->Bromocyclohexane
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