methyl 3-formyl-1H-indole-5-carboxylate

Base Information

• Chemical Name: methyl 3-formyl-1H-indole-5-carboxylate
• CAS No.: 197506-83-5
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2933990090
• European Community (EC) Number: 892-010-4
• DSSTox Substance ID: DTXSID50599015
• Wikidata: Q72490933
• Mol file: 197506-83-5.mol

Synonyms:methyl 3-formyl-1H-indole-5-carboxylate;197506-83-5;3-FORMYLINDOLE-5-CARBOXYLIC ACID METHYL ESTER;Methyl 3-formylindole-5-carboxylate;3-FORMYL-1H-INDOLE-5-CARBOXYLIC ACID METHYL ESTER;MFCD00211075;1H-Indole-5-carboxylic acid, 3-formyl-, methyl ester;Methyl-3-formyl-1H-indol-5-carboxylat;methyl3-formyl-1H-indole-5-carboxylate;3-Formylindole-5-carboxylicacidmethylester;SCHEMBL2161358;DTXSID50599015;AKOS015898344;AM84673;CS-W006662;DS-0933;PB15662;SY041955;DB-014285;A4322;3-FORMYL-5-METHOXYCARBONYL-1H-INDOLE;EN300-73057;F-7290;3-Formyl-1H-Indole-5-carboxylicacid methyl ester;F2190-0691;Z1154764214

Chemical Property of methyl 3-formyl-1H-indole-5-carboxylate

Chemical Property:

• Vapor Pressure: 9.46E-07mmHg at 25°C
• Refractive Index: 1.677
• Boiling Point: 404.4 °C at 760 mmHg
• PKA: 14.59±0.30(Predicted)
• Flash Point: 198.4 °C
• PSA: 59.16000
• Density: 1.341 g/cm³
• LogP: 1.76700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 203.058243149
• Heavy Atom Count: 15
• Complexity: 267

Purity/Quality:

98% ^*data from raw suppliers

Methyl3-Formyl-1H-indole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)NC=C2C=O

Technology Process of methyl 3-formyl-1H-indole-5-carboxylate

There total 6 articles about methyl 3-formyl-1H-indole-5-carboxylate 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: 99.5%

5-methoxycarbonylindole (1011-65-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 3‐formyl‐1H‐indole‐5‐carboxylate (197506-83-5)

Guidance literature:

With trichlorophosphate; In water; at 20 ℃; for 2.25h; Heating / reflux;

Reference yield: 91.0%

5-methoxycarbonylindole (1011-65-0) → methyl 3‐formyl‐1H‐indole‐5‐carboxylate (197506-83-5)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 0 - 120 ℃; for 1h; Inert atmosphere;

Reference yield: 72.0%

hexamethylenetetramine (100-97-0) + 5-methoxycarbonylindole (1011-65-0) → methyl 3‐formyl‐1H‐indole‐5‐carboxylate (197506-83-5)

Guidance literature:

With water; iodine; In N,N-dimethyl-formamide; at 150 ℃; for 0.133333h; under 5171.62 Torr; Flow reactor;

DOI:10.1002/bkcs.12199

upstream raw materials:

5-methoxycarbonylindole

N,N-dimethyl-formamide

N-methylaniline

1H-Indole-5-carboxylic acid

Downstream raw materials:

dibenzyl indole-3,5-dicarboxylate

dibenzyl 1-[2-hydroxy-3-(4-octylphenoxy)propyl]indole-3,5-dicarboxylate

dibenzyl 1-[3-(4-octylphenoxy)-2-oxopropyl]indole-3,5-dicarboxylate

3-formyl-indole-1,5-dicarboxylic acid 1-benzyl ester 5-methyl ester