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1H-Pyrrole-3,4-dicarboxylic acid, dimethyl ester is an organic compound with the molecular formula C8H9NO4. It is a derivative of pyrrole, a heterocyclic aromatic organic compound consisting of a five-membered ring with four carbon atoms and one nitrogen atom. In this specific compound, the 3 and 4 positions of the pyrrole ring are substituted with carboxyl groups, which are further esterified with methanol to form dimethyl esters. This results in a molecule with two ester groups attached to the pyrrole ring, giving it unique chemical properties and potential applications in various fields, such as pharmaceuticals and materials science. The compound is known for its stability and reactivity, making it a valuable intermediate in the synthesis of various pyrrole-based compounds.

2818-06-6

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2818-06-6 Usage

Molecular Weight

211.19 g/mol

Structure

A five-membered aromatic heterocyclic ring with two ester functional groups (-COOCH3) attached to the 3rd and 4th positions.

Purity

Typically >95% pure

+ Appearance

Pale yellow solid

+ Melting Point

105-108°C

+ Boiling Point

Not readily available, but estimated to be high due to stable aromatic structure

+ Solubility

Slightly soluble in water, soluble in organic solvents such as ethanol, methanol, and acetone.

+ Reactivity

Can undergo reactions such as ester hydrolysis, nucleophilic substitution, and electrophilic aromatic substitution.

+ Stability

Stable under normal temperature and pressure, but can decompose upon exposure to strong acids, bases, or UV light.

Uses

+ Production of pharmaceuticals, agrochemicals, and dyes.
+ Building block in organic synthesis.
+ Preparation of various heterocyclic compounds.
+ Potential applications in material science and coordination chemistry.

Safety Precautions

+ Handle with care and use appropriate personal protective equipment.
+ May have health and environmental hazards.
+ Follow proper disposal procedures to prevent contamination.

Check Digit Verification of cas no

The CAS Registry Mumber 2818-06-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,1 and 8 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2818-06:
(6*2)+(5*8)+(4*1)+(3*8)+(2*0)+(1*6)=86
86 % 10 = 6
So 2818-06-6 is a valid CAS Registry Number.

2818-06-6Relevant academic research and scientific papers

Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC

Bolm, Carsten,Molitor, Claude,Rissanen, Kari,Schumacher, Christian,Smid, Sabrina,Truong, Khai-Nghi

, p. 14213 - 14222 (2021/09/07)

A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.

HIV INTEGRASE INHIBITORS

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Page 43, (2010/02/09)

The present invention concerns the compounds having the formula (1), N-oxides, salts, stereoisomeric forms, racemic mixtures, prodrugs, esters and metabolites thereof wherein (a) or (b); A, together with the two carbons of the phenyl ring to which it is attached forms a monocyclic aryl or a monocyclic Het2 ; R1 is hydrogen, halo, nitro, cyano, sultam, sulltim, C3-7cycloalkyl, C(=O)-R5, S(=O)y-R6, OR 7, NR8R9, C(=NR8)-R5, optionally polysubstituted C1-6alkyl, optionally polysubstituted C2-6alkenyl or optionally polysubstituted C2-6alkynyl; R 2 is hydrogen, C3-7cycloalkyl, aryl, Het1, Het2, C(=O)-R5, S(=O)Y-R6 OR7, NR8R9, C=NR8)-R5, or optionally polysubstituted C1-6alkyl, optionally polysubstituted C2-6alkenyl or optionally polysubstituted C2-6alkynyl. It further relates to their use as HIV integrase inhibitors, processes for their preparation as well as pharmaceutical compositions and diagnostic kits comprising them. It also concerns combinations thereof with other anti-retroviral agents, and to their use in assays as reference compounds or as reagents.

Nucleoside analogues

-

, (2008/06/13)

Nucleoside analogues in which a group M replaces the natural base where M is (1) or (2) or (3), where each of X1, X2and X3are C or N, each of R6and R7is the same or different and each is H, NO2/

Synthesis and incorporation of pyrrole carboxamide nucleoside triphosphates by DNA polymerases

Loakes,Guo,Brown,Salisbury,Smith,Felix,Kumar,Nampalli

, p. 1599 - 1614 (2007/10/03)

We have synthesised and examined the enzymatic incorporation properties of the 5′-triphosphates of 2′-deoxyribosyl pyrrole 3-monocarboxamide (dMTP) and 2′-deoxyribosyl pyrrole 3,4-dicarboxamide (dDTP). These analogues we had hoped would behave as ambivale

Nouvelle methode de synthese de pyrroles sous micro-ondes

Oussaid, Boualem,Garrigues, Bernard,Soufiaoui, Mohammed

, p. 2483 - 2485 (2007/10/02)

The dehydrogenation of pyrrolidines by manganese dioxide, under microwave irradiation, provides a mild method for the preparation of substituted pyrroles.

Synthesis of Highly Functionalized 7-Azabicycloheptadienes

Chen, Zhengming,Trudell, Mark L.

, p. 9649 - 9652 (2007/10/02)

Highly functionalized 7-azabicycloheptadiene derivatives have been synthesized via a cycloaddition reaction between N-acyl-3,4-disubstituted pyrroles and ethynyl p-tolyl sulfone 5.

DNA interstrand cross-linking reactions of pyrrole-derived, bifunctional electrophiles: Evidence for a common target site in DNA

Woo, Jinsuk,Sigurdsson, Snorri Th.,Hopkins, Paul B.

, p. 3407 - 3415 (2007/10/02)

The site of DNA interstrand cross-linking identified by a family of pyrrole-derived bifunctional electrophiles was studied in vitro in synthetic DNA duplexes. This family includes reductively activated mitomycin C (1), oxidatively activated pyrrolizidine

Process for the preparation of 5-membered nitrogen containing heteroaromatics

-

, (2008/06/13)

Compounds of the formula I STR1 in which A and X1 have the meaning given in patent claim 1 can be prepared in a simple manner, in a one-pot process and in high yields.

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