132-89-8 Usage
Originator
Reugaril ,Farber ,Italy ,1966
Manufacturing Process
A mixture of 4 liters chloroform and 1,050 cc ethanol was saturated with dry
hydrogen chloride gas at -5°C to +5°C in a vessel having a net volume of 15
liters and provided with a stirring device, reflux cooler, gas feed line,
thermometer and dropping funnel. 455 g acrolein which had been precooled
to 0°C were added dropwise to the solution over a period of 1 to 2 hours
while maintaining the temperature below +5°C and vigorously stirring. 1,070
g salicylamide and 1,080 g glacial acetic acid were added to the resulting
solution of beta-chloropropionaldehyde acetal, thereby forming a suspension
which was heated to 60°C while stirring. A clear solution was formed which
was maintained at 60°C for an additional hour. The solution was allowed to
cool to about 40°C and was then washed with water by passing a strong
stream of water under the surface of the chloroform and continuously
withdrawing the upper phase. When the water had reached a pH of 3-4, the
precipitated reaction product was separated by vacuum filtration. The
chloroform phase of the filtrate was evaporated under a weak vacuum and the
residue was combined with the precipitate first obtained. The combined
products were stirred with 2 liters of a 5% sodium hydroxide solution. The raw
reaction product was then washed with water, dried and recrystallized from
ethanol. The product had the melting point of 146°C to 147°C
(decomposition). The yield was 1,260 g, corresponding to 76% of the
theoretical yield.
Therapeutic Function
Antipyretic, Analgesic
Check Digit Verification of cas no
The CAS Registry Mumber 132-89-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 132-89:
(5*1)+(4*3)+(3*2)+(2*8)+(1*9)=48
48 % 10 = 8
So 132-89-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H10ClNO2/c11-6-5-9-12-10(13)7-3-1-2-4-8(7)14-9/h1-4,9H,5-6H2,(H,12,13)
132-89-8Relevant articles and documents
N-phosphinyl phosphoramide-A Chiral Bronsted acid motif for the direct asymmetric N,O-acetalization of aldehydes
Vellalath, Sreekumar,Coric, Ilija,List, Benjamin
supporting information; experimental part, p. 9749 - 9752 (2011/02/23)
Fine-tuning the sites: The readily accessible N-phosphinyl phosphoramide 1 proved to be highly efficient and enantioselective in catalyzing the title reaction. The synthetic utility of this methodology was demonstrated with the first catalytic asymmetric synthesis of the analgesic pharmaceutical (R)-chlorothenoxazine (see scheme). Copyright
