ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS No.: 2199-47-5
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• Hs Code.: 2933990090
• European Community (EC) Number: 639-287-8
• NSC Number: 22702
• DSSTox Substance ID: DTXSID20176413
• Nikkaji Number: J464.605C
• Wikidata: Q72474834
• Mol file: 2199-47-5.mol

Synonyms:ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylate;2199-47-5;ETHYL 3,5-DIMETHYL-4-ETHYL-2-PYRROLECARBOXYLATE;3,5-Dimethyl-4-ethyl-1H-pyrrole-2-carboxylic acid ethyl ester;NSC22702;Ethyl 3,5-dimethyl-4-ethyl-1H-pyrrole-2-carboxylate;Maybridge1_002027;Ethyl 4-ethyl-3,5-dimethyl-1h-pyrrole-2-carboxylic;SCHEMBL11644037;HMS547E03;DTXSID20176413;GIGBRYTXWUHNAZ-UHFFFAOYSA-N;1H-Pyrrole-2-carboxylicacid,4-ethyl-3,5-dimethyl-,ethylester;ETHYL4-ETHYL-3,5-DIMETHYL-1H-PYRROLE-2-CARBOXYLATE;CCG-54177;MFCD00030376;NSC 22702;NSC-22702;STK396598;AKOS001647592;PS-4177;SB62399;BP-13126;2,4-Dimethyl-3-ethyl-5-carbethoxy-pyrrole;A4720;AM20090209;FT-0626082;D95719;ethyl 3,5-dimethyl-4-ethylpyrrole 2-carboxylate;SR-01000643292-1;1H-Pyrrole-2-carboxylic acid, 4-ethyl-3,5-dimethyl-, ethyl ester;1H-Pyrrole-2-carboxylic acid,4-ethyl-3,5-dimethyl-,ethyl ester

Chemical Property of ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.000758mmHg at 25°C
• Melting Point: 87 °C
• Refractive Index: 1.512
• Boiling Point: 306.7 °C at 760 mmHg
• PKA: 16.57±0.50(Predicted)
• Flash Point: 139.3 °C
• PSA: 42.09000
• Density: 1.041g/cm³
• LogP: 2.37060
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-Ethyl-3,5-dimethylpyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(NC(=C1C)C(=O)OCC)C
• Uses: Ethyl 4-Ethyl-3,5-dimethylpyrrole-2-carboxylate is a reagent used in the synthesis of a diacetylenic bilirubin.

Technology Process of ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylate

There total 20 articles about ethyl 4-ethyl-3,5-dimethyl-1H-pyrrole-2-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: 93.0%

ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate (2386-26-7) → ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate (2199-47-5)

Guidance literature:

With sodium tetrahydroborate; dimethyl sulfate; In tetrahydrofuran; at 25 - 40 ℃; Inert atmosphere;

DOI:10.1134/S107036321011023X

Reference yield: 86.0%

aminomalonic acid diethyl ester (6829-40-9) + 3-ethyl-2,4-pentanedione (1540-34-7) → ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate (2199-47-5)

Guidance literature:

With acetic acid; Heating;

DOI:10.1021/jo00350a033

Reference yield: 60.0%

3-ethyl-2,4-pentanedione (1540-34-7) + ethyl 2-hydroxyimino-3-oxobutanoate (5408-04-8) → ethyl 3,5-dimethyl-4-ethylpyrrole-2-carboxylate (2199-47-5)

Guidance literature:

With acetic acid; zinc; for 1h; Heating;

DOI:10.1007/BF00698428

upstream raw materials:

2,4-dimethyl-3-ethyl-pyrrole

ethyl 4-acetyl-3,5-dimethylpyrrole-2-carboxylate

4-(2-bromo-vinyl)-3,5-dimethyl-pyrrole-2-carboxylic acid ethyl ester

(2-ethoxycarbonyl-4-ethyl-5-methyl-pyrrol-3-yl)-acetic acid

Downstream raw materials:

Ethyl 5-benzyloxycarbonyl-3-ethyl-4-methylpyrrole-2-carboxylate

benzyl 5-(acetoxymethyl)-4-ethyl-3-methyl-1H-pyrrole-2-carboxylate

5,5’-bis(benzyloxycarbonyl)-3,3’-diethyl-4,4’dimethyl-2,2’-dipyrrylmethane

4,4'-diethyl-3,3'-dimethyl-5,5'-(4-ethyl-5-bromo-3,5-dimethyl-1,5-dihydro-pyrrole-2,2-diyldimethyl)-bis-pyrrole-2-carboxylic acid ethyl ester-benzyl ester

Refernces

• 1、 Kleinspehn. "-". . p. 1546. Retrieved 1955.
• 2、 Guseva,Antina,Beresin,V'Yugin,Nuraneeva. "Preparation, spectral and thermal properties of Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) complexes with iodosubstituted 2,2′-dipyrrolylmethene". . p. 1571 - 1579. Retrieved 2013.
• 3、 Lash, Timothy D.,Chen, Shaohua. "Syntheses of per-15N labeled etioporphyrins I-IV and a related tetrahydrobenzoporphyrin for applications in organic geochemistry and vibrational spectroscopy". . p. 11577 - 11600. Retrieved 2007/10/03.