Methyl 4-chloro-1H-pyrrole-2-carboxylate

Base Information

• Chemical Name: Methyl 4-chloro-1H-pyrrole-2-carboxylate
• CAS No.: 1194-96-3
• Molecular Formula: C₆H₆ClNO₂
• Molecular Weight: 159.572
• European Community (EC) Number: 870-400-5
• DSSTox Substance ID: DTXSID60473998
• Wikidata: Q82303736
• Mol file: 1194-96-3.mol

Synonyms:Methyl 4-chloro-1H-pyrrole-2-carboxylate;1194-96-3;1H-Pyrrole-2-carboxylic acid, 4-chloro-, methyl ester;SCHEMBL1298188;2-methoxycarbonyl-4-chloropyrrole;DTXSID60473998;LHGVCFRRQZZMCK-UHFFFAOYSA-N;BAA19496;MFCD11176523;AKOS005073269;LD-0232;SB62611;Methyl4-chloro-1H-pyrrole-2-carboxylate;CS-0207712;FT-0681333;EN300-112075;P18992;AB01001840-01;A892554;J-522327;Z209672926

Chemical Property of Methyl 4-chloro-1H-pyrrole-2-carboxylate

Chemical Property:

• Melting Point: 100-101°
• Boiling Point: 278.2±20.0 °C(Predicted)
• PKA: 13.58±0.50(Predicted)
• Density: 1.356±0.06 g/cm3(Predicted)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.0087061
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

Methyl4-Chloro-1H-pyrrole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CN1)Cl

Technology Process of Methyl 4-chloro-1H-pyrrole-2-carboxylate

There total 7 articles about Methyl 4-chloro-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: 96.0%

2-methoxycarbonyl-2,4-dichloro-5-pyrroline (91323-04-5) → 4-chloro-1H-pyrrole-2-carboxylic acid methyl ester (1194-96-3)

Guidance literature:

In chloroform; for 72h; Ambient temperature;

DOI:10.1007/BF00633164

Reference yield: 94.0%

2,2,2-trichloro-1-(4-chloro-1H-pyrrol-2-yl)ethan-1-one (72652-31-4) + sodium methylate (124-41-4) → 4-chloro-1H-pyrrole-2-carboxylic acid methyl ester (1194-96-3)

Guidance literature:

In methanol; at 20 ℃; for 1h;

Reference yield: 88.0%

methanol (67-56-1) + 2,2,2-trichloro-1-(4-chloro-1H-pyrrol-2-yl)ethan-1-one (72652-31-4) → 4-chloro-1H-pyrrole-2-carboxylic acid methyl ester (1194-96-3)

Guidance literature:

With potassium carbonate;

DOI:10.1039/b604692d

upstream raw materials:

diazomethane

2-methoxycarbonyl-2,4-dichloro-5-pyrroline

methanol

2,2,2-trichloro-1-(4-chloro-1H-pyrrol-2-yl)ethan-1-one

Downstream raw materials:

7-Chloro-3-phenyl-3,4-dihydro-pyrrolo[2,1-c][1,4]oxazin-1-one

4-Chloro-1-phenethyl-1H-pyrrole-2-carboxylic acid methyl ester

4-Chloro-1-(2-oxo-2-phenyl-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester

1-amino-4-chloro-1H-pyrrole-2-carboxylic acid methyl ester