17334-09-7 | Methyl 1h-imidazole-2-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$8.00	$5.00
1g	96%	in stock	$8.00	$6.00
5g	96%	in stock	$33.00	$23.00
10g	96%	in stock	$37.00	$26.00
25g	96%	in stock	$65.00	$46.00
100g	96%	in stock	$259.00	$182.00

Description

• Catalog Number: AA91579
• Chemical Name: Methyl 1h-imidazole-2-carboxylate
• CAS Number: 17334-09-7
• Molecular Formula: C5H6N2O2
• Molecular Weight: 126.11334000000001
• MDL Number: MFCD06203842
• SMILES: COC(=O)c1ncc[nH]1

Computed Properties

• Complexity: 116
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 9
• Hydrogen Bond Acceptor Count: 3
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 0.2

Upstream Synthesis Route

To synthesize Methyl 1H-imidazole-2-carboxylate, one would typically start with a glyoxal precursor. The process begins with the condensation of glyoxal with an amine, such as ammonia or an alkylamine, in the presence of a formaldehyde source. This results in the formation of an aminomethyleneglyoxal intermediate.

This intermediate then undergoes a cyclization reaction to form the imidazole ring. This cyclization can be achieved through the application of an acid catalyst, such as hydrochloric acid or sulfuric acid, which promotes the formation of the heterocyclic structure. During this step, it is important to control temperature and pH to favor the formation of the imidazole ring.

Once the imidazole ring is formed, the next step involves the esterification of the carboxylic acid group. The free carboxyl group on the imidazole ring is treated with methanol, perhaps in the presence of an acid catalyst or by using a reagent like dimethyl sulfate, to form the methyl ester, resulting in Methyl 1H-imidazole-2-carboxylate.

It is critical to purify the product at each step through methods such as recrystallization or column chromatography to achieve a high purity of the final compound. Additionally, reaction conditions like temperature, solvent choice, and reaction times must be optimized for each step to ensure maximum yield and purity of the final product.