Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
• CAS No.: 2436-79-5
• Molecular Formula: C12H17NO4
• Molecular Weight: 239.271
• Hs Code.: 29339900
• European Community (EC) Number: 219-431-2
• NSC Number: 5685,2046
• DSSTox Substance ID: DTXSID60947225
• Nikkaji Number: J99.837K
• Wikidata: Q72461846
• ChEMBL ID: CHEMBL1596751
• Mol file: 2436-79-5.mol

Synonyms:2436-79-5;Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate;Diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate;Knorr's pyrrole;3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester;1H-Pyrrole-2,4-dicarboxylic acid, 3,5-dimethyl-, diethyl ester;Diethyl 2,4-dimethyl-1H-pyrrole-3,5-dicarboxylate;2,4-diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate;2,4-Dimethyl-3,5-dicarbethoxypyrrole;MFCD00005218;Pyrrole-2,4-dicarboxylic acid, 3,5-dimethyl-, diethyl ester;EINECS 219-431-2;2,5-dicarbethoxypyrrole;AI3-19854;Diethyl 3,4-dicarboxylate;1H-Pyrrole, 2,4-dimethyl-3,5-diethoxycarbonyl-;2199-55-5;Pyrrole-2, 3,5-dimethyl-, diethyl ester;1H-Pyrrole-2, 3,5-dimethyl-, diethyl ester;Knorr/'s pyrrole;NSC2046;Diethyl 2 ,4-dimethylpyrrole-3,5-dicarboxylate;BUTYLCROTONATE;Maybridge1_002159;Diethyl 3,5-Dimethyl-2,4-pyrroledicarboxylate;Oprea1_504281;Oprea1_790616;SCHEMBL69310;CBDivE_014124;MLS000100631;CHEMBL1596751;HMS547K03;3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylicaciddiethylester;DTXSID60947225;NSC5685;HMS2254P09;AMY22159;BCP30979;NSC 2046;NSC 5685;NSC-2046;NSC-5685;BBL000027;STK279652;AKOS000264905;AC-6178;CCG-103299;SB62065;2,4-Dimethyl-3,5-dicarbethoxy-pyrrole;2,4-Diethoxycarbonyl-3,5-dimethylpyrrole;BP-13271;NS-00073;SMR000015719;SY014676;2,4-Dimethyl-3,5-diethoxycarbonyl-pyrrole;A5025;BB 0242420;CS-0015690;D4012;FT-0602119;EN300-16155;VU0237477-6;Diethyl 3,5-dimethylpyrrole-2,4-dicarboxylate;AB00431633-04;AC-907/34129058;Diethyl3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate;SR-01000390722;SR-01000390722-1;W-107328;BRD-K64995033-001-07-5;Diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate, 97%;Diethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate #;Z55020877;3,5-Dimethyl-2,4-pyrroledicarboxylic Acid Diethyl Ester;diethyl 5-methyl-3-methyl-1H-pyrrole-2,4-dicarboxylate;F0278-0013;3,5-Dimethyl-2,4-pyrrole dicarboxylic acid, diethyl ester;3,5-Dimethyl-2,4-pyrroledicarboxylic acid, diethyl ester;Pyrrole-3,5-bis(carboxylic acid), 2,4-dimethyl-, diethyl ester;3 pound not5-Dimethyl-1H-pyrrole-2 pound not4-dicarboxylic acid diethyl ester

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

Chemical Property:

• Appearance/Colour: light yellow to light pink
• Vapor Pressure: 4.85E-06mmHg at 25°C
• Melting Point: 135-136 °C(lit.)
• Refractive Index: 1.512
• Boiling Point: 372.3 °C at 760 mmHg
• PKA: 14.69±0.50(Predicted)
• Flash Point: 179 °C
• PSA: 68.39000
• Density: 1.144 g/cm³
• LogP: 1.98490
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 239.11575802
• Heavy Atom Count: 17
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

Diethyl3,5-Dimethyl-1H-pyrrole-2,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 35 articles about Diethyl 3,5-dimethyl-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: 97.0%

3,5-Dimethyl-pyrrole-1,2,4-tricarboxylic acid 1-tert-butyl ester 2,4-diethyl ester (89378-40-5) → diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5)

Guidance literature:

Reference yield: 96.0%

1-Methanesulfonyl-3,5-dimethyl-1H-pyrrole-2,4-dicarboxylic acid diethyl ester → diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1016/S0040-4039(97)10653-0

Reference yield: 94.4%

ethyl acetoacetate (141-97-9) → diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate (2436-79-5)

Guidance literature:

ethyl acetoacetate; With acetic acid; sodium nitrite; In water; at 0 ℃; for 2.5h;

With zinc; In water; for 1h; Temperature; Reflux;

upstream raw materials:

4-chlorocarbonyl-3,5-dimethyl-pyrrole-2-carboxylic acid ethyl ester

ethyl acetoacetate

3-oxo-2-(phenylhydrazono)butyric acid ethyl ester

ethyl 2-hydroxyimino-3-oxobutanoate

Downstream raw materials:

(E)-3,5-Dimethyl-1-<3-(4-nitrophenyl)-1-(phenylimino)-2-propenyl>-2,4-pyrroldicarbonsaeure-diethylester

3,5-dimethylpyrrole-2-carbaldehyde

3,5-bis(ethoxycarbonyl)-1,2,4-trimethylpyrrole

(3,4',5-Triethoxycarbonyl-3',4,5'-trimethyl)-2,2'-dipyrryl-methan

Refernces

• 1、 Bai, Jin,Zhang, Lei,Qian, Ying. "A near-infrared and lysosomal targeting thiophene-BODIPY photosensitizer: Synthesis and its imaging guided photodynamic therapy of cancer cells". supporting information. . Retrieved 2021/02/16.
• 2、 Liu, Miao,Qian, Ying,Wang, Chengjun. "Novel indole-BODIPY photosensitizers based on iodine promoted intersystem crossing enhancement for lysosome-targeted imaging and photodynamic therapy". supporting information. p. 18082 - 18089. Retrieved 2021/10/12.