302-40-9 Usage
Originator
Suavitil,Merck Sharp and
Dohme,US,1957
Manufacturing Process
114 parts of ethyl benzilate, 175 parts of β-diethylaminoethanol and 0.2 part
of metallic sodium were placed in a flask attached to a total-reflux variable
take-off fractionating column. The pressure was reduced to 100 mm and heat
was applied by an oil bath the temperature of which was slowly raised to
90°C. During three hours of heating 17 parts of ethanol distilled (35.5°C).
When the distillation of the ethanol became slow, the bath temperature was
raised to 120°C. When the vapor temperature indicated distillation of the
amino alcohol the take off valve was closed and the mixture was refluxed for
one hour. At the end of this period the vapor temperature had dropped and
two more parts of ethanol were distilled, The remaining aminoalcohol was
slowly distilled for three hours. The pressure was then reduced to 20 mm and
the remainder of the aminoalcohol distilled at 66°C. During the reaction the
color of the solution changed from yellow to deep red. The residue was
dissolved in 500 parts of ether, washed once with dilute brine, and three times
with water, dried over sodium sulfate and finally dried over calcium sulfate.
500 parts of a saturated solution of HCl in absolute ether was added and the
resulting precipitate filtered. Dry HCl gas was passed into the filtrate to a
slight excess and the precipitate again filtered. The combined precipitates
were washed with cold acetone. The 106 parts of product was purified by
recrystallization from acetone as fine white crystals which melt at 177°-
178°C.
Therapeutic Function
Tranquilizer; Anticholinergic
Check Digit Verification of cas no
The CAS Registry Mumber 302-40-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 2 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 302-40:
(5*3)+(4*0)+(3*2)+(2*4)+(1*0)=29
29 % 10 = 9
So 302-40-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H25NO3/c1-3-21(4-2)15-16-24-19(22)20(23,17-11-7-5-8-12-17)18-13-9-6-10-14-18/h5-14,23H,3-4,15-16H2,1-2H3
302-40-9Relevant articles and documents
Room Temperature Coupling of Aryldiazoacetates with Boronic Acids Enhanced by Blue Light Irradiation
da Silva, Amanda F.,Afonso, Marco A. S.,Cormanich, Rodrigo A.,Jurberg, Igor D.
, p. 5648 - 5653 (2020/04/22)
A visible-light-promoted photochemical protocol is reported for the coupling of aryldiazoacetates with boronic acids. This photochemical reaction shows great enhancement compared to the same protocol performed in the absence of light. Except for a few cases, the room temperature coupling in the dark (thermal process) generally does not work. When it does, it is likely to also involve free carbenes as key intermediates. Alternatively, photochemical reactions show a broad scope, can be performed under air and tolerate a wide variety of functional groups. Reaction-evolution monitoring, DFT calculations and control experiments have been used to evaluate the main aspects of this intricate mechanistic scenario. Biologically active molecules Adiphenine, Benactyzine and Aprophen have been prepared as examples of synthetic applications.
QUATERNARY AMMONIUM SALTS WITH A LABILE N(+)-C BOND AS PRECURSORS FOR DRUGS. IV. ALKALINE HYDROLYSIS OF BUFIDIN
Chigareva, S. M.,Kuznetsov, S. G.,Vinogradova, N. D.
, p. 161 - 164 (2007/10/02)
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