4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester
• CAS No.: 2199-64-6
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2933990090
• European Community (EC) Number: 640-534-7
• NSC Number: 13665
• DSSTox Substance ID: DTXSID20176418
• Nikkaji Number: J724.573D
• Wikidata: Q83046750
• Mol file: 2199-64-6.mol

Synonyms:2199-64-6;ethyl 4-formyl-3,5-dimethyl-1H-pyrrole-2-carboxylate;4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester;ethyl 3,5-dimethyl-4-formylpyrrole-2-carboxylate;NSC13665;SCHEMBL1801531;DTXSID20176418;ETHYL4-FORMYL-3,5-DIMETHYL-1H-PYRROLE-2-CARBOXYLATE;CAA19964;MFCD00030384;NSC 13665;NSC-13665;STK396599;AKOS000300147;SB62207;NCGC00340145-01;BS-48993;2,4-dimethyl-3-formyl-5-carbethoxypyrrole;CS-0120124;FT-0626085;E78315;EN300-321057;AB01333520-02;W-206704;Z1201617617;3,5-dimethyl-4-formylpyrrole-2-carboxylic acid ethyl ester;1H-Pyrrole-2-carboxylic acid, 4-formyl-3,5-dimethyl-, ethyl ester;1H-Pyrrole-2-carboxylicacid,4-formyl-3,5-dimethyl-,ethyl ester;3,5-Dimethyl-4-formyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property of 4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

Chemical Property:

• Vapor Pressure: 5.25E-05mmHg at 25°C
• Melting Point: 144℃
• Refractive Index: 1.556
• Boiling Point: 347.8 °C at 760 mmHg
• Flash Point: 164.1 °C
• PSA: 59.16000
• Density: 1.173 g/cm³
• LogP: 1.62070
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

ethyl4-formyl-3,5-dimethyl-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• 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: CCOC(=O)C1=C(C(=C(N1)C)C=O)C

Technology Process of 4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

There total 7 articles about 4-Formyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester 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:

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole (2199-44-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 3,5-dimethyl-4-formyl-1H-pyrrole-2-carboxylate (2199-64-6)

Guidance literature:

With trichlorophosphate; Behandeln des Reaktionsgemisches mit wss. Natriumacetat;

DOI:10.1021/jo01367a013

Reference yield:

2,4-dimethyl-5-ethoxycarbonyl-3-pyrrolecarboxylic acid (5408-10-6) → ethyl 3,5-dimethyl-4-formyl-1H-pyrrole-2-carboxylate (2199-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: quinoline; copper / 200 °C

2: POCl₃ / Behandeln des Reaktionsgemisches mit wss. Natriumacetat

With quinoline; copper; trichlorophosphate;

Reference yield:

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole (2199-44-2) → ethyl 3,5-dimethyl-4-formyl-1H-pyrrole-2-carboxylate (2199-64-6)

Guidance literature:

With hydrogenchloride; diethyl ether; dicyanozinc; anschliessend Hydrolysieren;

upstream raw materials:

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole

hydrogen cyanide

N,N-dimethyl-formamide

water

Downstream raw materials:

ethyl 4-[(2,4-dinitrophenyl)hydrazonomethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate

ethyl 4-[(benzoyl)-hydrazonomethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate

ethyl 4-((2-(2-(5-(4-bromophenyl)-3-(ethoxycarbonyl)-2-methyl-1H-pyrrol-1-yl)acetyl)hydrazono)methyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate

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

Refernces