3-Chloro-1-methyl-1H-indole-2-carbaldehyde

Base Information

Chemical Name:3-Chloro-1-methyl-1H-indole-2-carbaldehyde
CAS No.:126309-77-1
Molecular Formula:C10H8ClNO
Molecular Weight:193.633
Hs Code.:
DSSTox Substance ID:DTXSID00428987
Nikkaji Number:J3.551.922J
Wikidata:Q82241859
Mol file:126309-77-1.mol

Synonyms:3-Chloro-1-methyl-1H-indole-2-carbaldehyde;126309-77-1;1H-Indole-2-carboxaldehyde, 3-chloro-1-methyl-;DTXSID00428987;AKOS001764429;1-Methyl-3-chloro-1H-indole-2-carbaldehyde;CS-0359791;J3.551.922J;EN300-1194253;Z99599536

Suppliers and Price of 3-Chloro-1-methyl-1H-indole-2-carbaldehyde

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of 3-Chloro-1-methyl-1H-indole-2-carbaldehyde

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:193.0294416
Heavy Atom Count:13
Complexity:209

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1C2=CC=CC=C2C(=C1C=O)Cl

Technology Process of 3-Chloro-1-methyl-1H-indole-2-carbaldehyde

There total 2 articles about 3-Chloro-1-methyl-1H-indole-2-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 30.0%

: 124589-41-9
3-chloro-1-methyl-1H-indole

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 19012-03-4
N-methyl-3-formylindole

: 126309-77-1
3-chloro-1-methyl-1H-indole-2-carbaldehyde

Guidance literature:: With trichlorophosphate; at 50 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1515/znb-2012-0402

Reference yield:

: 603-76-9
1-methylindole

: 19012-03-4
N-methyl-3-formylindole

: 126309-77-1
3-chloro-1-methyl-1H-indole-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: N-chloro-succinimide / N,N-dimethyl-formamide / 2 h / 20 °C / Darkness

2: trichlorophosphate / 3 h / 50 °C / Inert atmosphere

With N-chloro-succinimide; trichlorophosphate; In N,N-dimethyl-formamide; 2: Vilsmeier formylation;
DOI:10.1515/znb-2012-0402

Reference yield:

: 126309-77-1
3-chloro-1-methyl-1H-indole-2-carbaldehyde

: (S)-5-methyl-4-phenyl-3,4-dihydro-1H-pyrido[3,2-b]indol-2(5H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.25 h / 0 °C

1.2: 5 h / 0 - 20 °C / Inert atmosphere

2.1: (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); potassium hydroxide; 2Rh(1+)*2Cl(1-)*2C8H7CH3CH(CH3)2COOC6H3(CH3)2=(RhCl(C8H7CH3CH(CH3)2COOC6H3(CH3)2))2 / tert-Amyl alcohol; methanol / 18.08 h / 20 - 110 °C / Inert atmosphere

With (chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II)); 2Rh⁽¹⁺⁾*2Cl^(1-)*2C₈H₇CH₃CH(CH₃)2COOC₆H₃(CH₃)2=(RhCl(C₈H₇CH₃CH(CH₃)2COOC₆H₃(CH₃)2))2; potassium tert-butylate; potassium hydroxide; In tetrahydrofuran; methanol; tert-Amyl alcohol; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/anie.201407400