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(5-Bromopyrimidin-2-yl)acetic acid, also known as Br-PyAA, is an organic compound that is used as an intermediate in the production of various chemicals and pharmaceuticals.
In the chemical industry, it is important to understand the upstream and downstream products of a compound like Br-PyAA, as this can affect the production process and the overall profitability of the operation.
The Upstream Products of Br-PyAA
One of the upstream products of Br-PyAA is 5-bromopyrimidine-2-carboxylic acid, which is also known as BPCA.
This compound is produced by the reaction of 5-chloropyrimidine-2-carboxylic acid (CPCA) with bromine in the presence of an organic solvent such as dichloromethane.
The reaction is often carried out under alkaline conditions, such as the presence of a base like sodium hydroxide.
To produce BPCA, the starting compound CPCA is first produced by treating pyridine-2,5-dichloride with hydrochloric acid in the presence of anhydrous calcium chloride.
The resulting compound is then treated with oxalic acid to remove the chloride ion, and the resulting oxalate is then converted to the carboxylic acid by treatment with sodium hydroxide.
Another upstream product of Br-PyAA is 2,6-dibromopyridine, which is commonly used as a reagent in organic synthesis.
To produce this compound, 2,6-dichloropyridine is treated with bromine in the presence of a solvent such as benzene or toluene.
The resulting compound is then hydrolyzed to produce the dibromide, which can be used as an intermediate in the production of other compounds.
The Downstream Products of Br-PyAA
One of the most important downstream products of Br-PyAA is (5-bromopyrimidin-2-yl)acetic acid.
This compound is produced by the reaction of BPCA with acetic anhydride in the presence of a solvent such as dichloromethane.
The reaction is often carried out under reflux conditions, and the resulting product is then isolated by filtration and washed with water to remove any impurities.
(5-bromopyrimidin-2-yl)acetic acid is a versatile compound that can be used as an intermediate in the production of a variety of chemicals and pharmaceuticals.
For example, it can be converted to the antibiotic erythromycin A by treatment with a variety of chemical reagents, such as 4-chlorobenzenesulfonic acid and n-benzyloxycarbonyl chloride.
It can also be used in the production of other brominated compounds, such as the anti-inflammatory drug flurbiprofen.
Another downstream product of Br-PyAA is 2-(2,6-dibromopyrimidin-4-ylamino)acetic acid, which is commonly used as a building block in the synthesis of peptides and other organic compounds.
To produce this compound, 2,6-dibromopyridine is treated with chloroacetic acid in the presence of a solvent such as dichloromethane.
The resulting product is then hydrolyzed to produce the free acid, which can be used in the synthesis of other compounds.
The Importance of Upstream and Downstream Products in the Chemical Industry
The upstream and downstream products of Br-PyAA are important in the chemical industry for several reasons.
First, understanding the upstream products allows chemists to design more efficient and cost-effective production processes for the compound.
For example, by understanding the reaction conditions