53855-47-3 Usage
Description
ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE, also known as Ethyl 2-methylindole-3-carboxylate, is a 2-substituted 1H-indole-3-carboxylate derivative. It is synthesized by reacting 2-iodoaniline with ethyl acetoacetate sodium salt in the presence of copper iodide. ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE serves as a versatile intermediate in the synthesis of various heterocyclic compounds with potential applications in different industries.
Uses
Used in Pharmaceutical Industry:
ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE is used as a reactant for the preparation of 2-methyl-3-[5-substituted phenyl-1,3,4-oxadiazol-2-yl]-1H-indoles, which are known for their antimicrobial properties. These compounds can be utilized in the development of new drugs to combat various microbial infections.
Used in Chemical Synthesis:
ETHYL 2-METHYL-2,3-DIHYDRO-INDOLE-3-CARBOXYLATE is used as a key intermediate in the synthesis of Aminoheterocycles via N-amination of heterocyclic compounds with O-benzoylhydroxylamines. This application is significant in the field of organic chemistry, as it allows for the creation of novel heterocyclic compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 53855-47-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,8,5 and 5 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 53855-47:
(7*5)+(6*3)+(5*8)+(4*5)+(3*5)+(2*4)+(1*7)=143
143 % 10 = 3
So 53855-47-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H13NO2/c1-3-15-12(14)11-8(2)13-10-7-5-4-6-9(10)11/h4-7,13H,3H2,1-2H3
53855-47-3Relevant articles and documents
Novel synthesis of fused indoles and 2-substituted indoles by the palladium-catalyzed cyclization of N-cycloalkenyl-o-haloanilines
Maruyama, Jun,Yamashita, Hiromichi,Watanabe, Takeshi,Arai, Shigeru,Nishida, Atsushi
experimental part, p. 1327 - 1335 (2009/04/10)
A new palladium-catalyzed cyclization of N-alkenyl-o-haloanilines with selective isomerization of a double bond followed by formal 5-endo-trig cyclization was developed. A variety of fused and 2-substituted indoles were synthesized from enaminoesters prepared by condensation of β-ketoesters and o-iodoaniline.
Fischer Indole Synthesis of 3-Acyl and 3-Alkoxy-carbonylindoles
Mills, Keith,Khawaja, Ibtisam K. Al,Al-Saleh, Fowzia,Joule, John A.
, p. 636 - 641 (2007/10/02)
N-Benzyl-N-phenylhydrazine derivatives of 1,3-diketones and 1,3-ketoesters undergo normal Fischer cyclisations to indoles, but no method could be found for the subsequent removal of the N-protecting group.No method could be found for the indolisation of N-aroyl-N-phenylhydrazine derivatives of dimedone with retention of the N-protecting group, though heating in tetralin did effect the electrocyclic step of the Fischer sequence and the formation of a carbon-carbon bond.
