51463-18-4 | 8-Chloroisoquinolin-3-ol

Packsize	Purity	Availability	Price	Discounted Price
100mg	96%	in stock	$100.00	$70.00
250mg	96%	in stock	$155.00	$109.00
1g	96%	in stock	$612.00	$429.00
5g	96%	in stock	$2,112.00	$1,479.00

Description

• Catalog Number: AY43854
• Chemical Name: 8-Chloroisoquinolin-3-ol
• CAS Number: 51463-18-4
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.603
• MDL Number: MFCD16658647
• SMILES: Oc1ncc2c(c1)cccc2Cl

Upstream Synthesis Route

To synthesize 8-Chloroisoquinolin-3-ol, begin with aniline as the starting material. Proceed with the following steps:

1. Nitration: Treat aniline with nitric acid and sulfuric acid to introduce a nitro group, yielding 4-nitroaniline.

2. Cyclization: React the 4-nitroaniline with glycerol and sulfuric acid for cyclization to form 4-nitroquinoline.

3. Chlorination: Chlorinate the 4-nitroquinoline using phosphorus oxychloride (POCl₃) to replace the hydrogen at the 8-position, resulting in 8-chloro-4-nitroquinoline.

4. Reduction: Use a suitable reducing agent, such as iron and hydrochloric acid or hydrogen over a catalyst, to reduce the nitro group to an amino group, forming 8-chloroquinolin-4-amine.

5. Hydroxylation: Perform a Skraup synthesis by quinoline oxidation with sulfuric acid and an oxidizing agent like nitrobenzene, converting the amine to a hydroxyl group and yielding the final product, 8-Chloroisoquinolin-3-ol.

Ensure all reactions are conducted under controlled conditions, monitoring temperature and stoichiometry carefully to optimize yields and purity of the final product.