Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate
• CAS No.: 2199-60-2
• Molecular Formula: C12H15 N O5
• Molecular Weight: 253.255
• Hs Code.: 2933990090
• NSC Number: 10766
• DSSTox Substance ID: DTXSID30278952
• Nikkaji Number: J276.779A
• Wikidata: Q82011180
• ChEMBL ID: CHEMBL297323
• Mol file: 2199-60-2.mol

Synonyms:2199-60-2;Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate;5-Formyl-3-methyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester;1H-Pyrrole-2,4-dicarboxylicacid, 5-formyl-3-methyl-, 2,4-diethyl ester;NSC10766;1H-Pyrrole-2,4-dicarboxylic acid, 5-formyl-3-methyl-, diethyl ester;Oprea1_172180;Oprea1_729849;CBDivE_014445;MLS000717775;CHEMBL297323;SCHEMBL5621143;REGID_for_CID_223280;BDBM15011;DTXSID30278952;HMS2675B22;NSC 10766;NSC-10766;STK764091;AKOS000678427;SMR000279143;FT-0762803;AB00075430-01;A817641;2,4-Diethoxycarbonyl-3-methylpyrrol-5-carbaldehyde;Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate #;diethyl 5-methanoyl-3-methyl-1H-pyrrole-2,4-dicarboxylate;2,4-diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate;3-Methyl-5-formyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester

Chemical Property of Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 6.23E-08mmHg at 25°C
• Boiling Point: 439.7°Cat760mmHg
• Flash Point: 219.7°C
• PSA: 85.46000
• Density: 1.238g/cm³
• LogP: 1.48900
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 253.09502258
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

2,4-DIETHOXYCARBONYL-3-METHYL PYRROL-5- CARBALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NC(=C1C)C(=O)OCC)C=O

Technology Process of Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate

There total 14 articles about Diethyl 5-formyl-3-methyl-1H-pyrrole-2,4-dicarboxylate 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: 95.0%

2-dichloromethyl-3,5-bisethoxycarbonyl-4-methylpyrrole (52649-30-6) → diethyl 5-formyl-3-methylpyrrole-2,4-dicarboxylate (2199-60-2)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1039/P19810002656

Reference yield: 91.0%

5,10-(3,5-bisethoxycarbonyl-4-methylpyrrol-2-ylmethylenedioxy)-1,3,6,8-tetrakisethoxycarbonyl-2,7-dimethyl-5H,10H-dipyrrolo<1,2-a;1',2'-d>pyrazine (79830-01-6) → diethyl 5-formyl-3-methylpyrrole-2,4-dicarboxylate (2199-60-2)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetic acid; 1.) reflux, 2 h, 2.) room temperature, 2 h;

DOI:10.1039/P19810002656

Reference yield: 86.0%

diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5) → diethyl 5-formyl-3-methylpyrrole-2,4-dicarboxylate (2199-60-2)

Guidance literature:

With ammonium cerium(IV) nitrate; In tetrahydrofuran; water; acetic acid; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(95)00790-J

upstream raw materials:

diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate

diethyl 5-(bromomethyl)-3-methylpyrrole-2,4-dicarboxylate

chromium(lll) acetate

2-dichloromethyl-3,5-bisethoxycarbonyl-4-methylpyrrole

Downstream raw materials:

2,4-dimethyl-1H-pyrrole

3,5-diethoxycarbonyl-4-methylpyrrole-2-carboxylic acid

(2S,3S)-1,4'-Dimethyl-5-phenyl-2,3-dihydro-1H,1'H-[2,2']bipyrrolyl-3,4,3',5'-tetracarboxylic acid 3',5'-diethyl ester 3,4-dimethyl ester

(2S,3R)-1,4'-Dimethyl-5-phenyl-2,3-dihydro-1H,1'H-[2,2']bipyrrolyl-3,4,3',5'-tetracarboxylic acid 3',5'-diethyl ester 3,4-dimethyl ester