163210-97-7 | Methyl 4-(piperazin-1-yl)benzoate

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$13.00	$9.00
1g	96%	in stock	$24.00	$17.00
5g	96%	in stock	$69.00	$49.00
25g	96%	in stock	$245.00	$171.00

Description

• Catalog Number: AA85177
• Chemical Name: Methyl 4-(piperazin-1-yl)benzoate
• CAS Number: 163210-97-7
• Molecular Formula: C12H16N2O2
• Molecular Weight: 220.26764000000006
• MDL Number: MFCD08234800
• SMILES: COC(=O)c1ccc(cc1)N1CCNCC1

Computed Properties

• Complexity: 231
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 16
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 3
• XLogP3: 1

Upstream Synthesis Route

The upstream synthesis of Methyl 4-(piperazin-1-yl)benzoate typically involves the following steps:

1. Nitration: The synthesis begins with the nitration of methyl benzoate. This is carried out by treating methyl benzoate with a nitrating mixture typically composed of concentrated sulfuric acid and nitric acid, under cooling and stirring, to obtain methyl 4-nitrobenzoate.

2. Reduction: The nitro group of methyl 4-nitrobenzoate is then reduced to an amine group. This is usually done using a reducing agent such as iron/HCl or catalytic hydrogenation to yield methyl 4-aminobenzoate.

3. Diazotization: The amino compound obtained in the previous step is diazotized using sodium nitrite (NaNO2) and a mineral acid (usually HCl) at low temperatures to form a diazonium salt.

4. Coupling: The diazonium salt is then treated with an excess of piperazine under basic conditions. This step typically involves the displacement of the diazonium group by the nucleophilic piperazine, leading to the formation of 4-(piperazin-1-yl)benzoic acid.

5. Esterification: Finally, the carboxylic acid group of 4-(piperazin-1-yl)benzoic acid is esterified with methanol, typically in the presence of a strong acid catalyst like sulfuric acid or hydrochloric acid, to yield the desired product, Methyl 4-(piperazin-1-yl)benzoate.

Throughout this synthetic route, purification steps such as recrystallization, distillation, or chromatography may be required to achieve the desired purity of intermediates and the final product.