SYNTHESIS OF CHEMICAL COMPOUND
INDEX
Synthesis of following compounds
Ibuprofen
4-fluoro acetophenone
Methyl Benzoate
2-methyl benzimidazole
Any organic compound involving Biginelli Reaction
Caprolactum
Benzyl Alcohole
IBUPROFEN
• Ibuprofen is a medication in the nonsteroidal anti-inflammatory drug
class that is used for treating pain, fever, and inflammation.
This includes painful menstrual periods, migraines, and rheumatoid
arthritis. It may also be used to close a patent ductus arteriosus in a
premature baby.
• Onset of action: 30 min
• Elimination half-life: 2–4 hr
• Metabolism: Liver (CYP2C9)
SYNTHESIS OF IBUPROFEN
• Ibuprofen was successfully synthesized from the starting materials
isobutylbenzene and acetic anhydride through
1. Friedel-Crafts acylation,
2. carbonyl reduction
3. chloride substitution
4. Grignard reaction
4-FLUORO ACETOPHENONE
• Chemical PropertiesClear colorless to slightly yellow liquid
• Uses-
1. 4’Fluoroacetophenone is an intermediate used for the
synthetic preparation of various pharmaceutical good and agricultural
products.
METHYL BENZOATE
• Methyl benzoate is an organic compound. It is an ester with the
chemical formula C₆H₅CO₂CH₃
• Properties-
1. It is a colorless liquid that is poorly soluble in water, but miscible with
organic solvents.
2. Methyl benzoate has a pleasant smell,
Uses -
1. It is used in perfumery.
2. It also finds use as a solvent and as a pesticide used to attract
insects such as orchid bees.
METHYL BENZOATE IS FORMED BY THE
CONDENSATION OF METHANOL AND BENZOIC
ACID, IN PRESENCE OF A STRONG ACID.
2- METHYL BENZIMIDAZOLE
• 2-Methylbenzimidazole is an important pharmacophore widely used
in medicinal chemistry for the synthesis of various antibacterial and
antifungal agents.
• It can be used as a key precursor to synthesize substituted
benzimidazo[1,2-a]quinolones.
SYNTHESIS OF 2- METHYL BENZIMIDAZOLE
2-methyl benzimidazole was synthesized by using on phenylenediamine
was treated with 90% acetic acid.
The mixture was heated in a water bath for sufficient time and
temperature.
After cooling above mixture was treated with 10% sodium hydroxide
solution until the mixture was just alkaline to litmus.
ANY ORGANIC COMPOUND INVOLVING
BIGINELLI REACTION
Q. What is Biginelli reaction ❓
➡ This acid-catalyzed, 3 component reaction between an aldehyde,
a ß-ketoester and urea constitutes a rapid and facile synthesis of
dihydropyrimidones.
THE BIGINELLI DIHYDROPYRIMIDONE SYNTHESIS
Dihydropyrimidinone compounds were first synthesized by Pietro
Biginelli. In general, the classic Biginelli approach to
3,4dihydropyrimidinones is based on the condensation of ethyl
acetoacetate, aromatic aldehyde, and urea under strong acidic
conditions
CAPROLACTUM
• colourless solid is a lactam of caproic acid.
• Global demand for this compound is approximately five million tons per
year, and the vast majority is used to make Nylon 6 filament, fiber, and
plastics.
• caprolactam technology is based on the key intermediate
cyclohexanone, which is usually produced by the oxidation of
cyclohexane, but can also be made from phenol or toluene.
SYNTHESIS OF CAPROLACTUM
Most of the caprolactam is synthesised from cyclohexanone, which is first
converted to its oxime. Treatment of this oxime with acid induces the
Beckmann rearrangement to give caprolactam. The immediate product of
the acid-induced rearrangement is the bisulfate salt of caprolactam.
BENZYL ALCOHOL
• Benzyl alcohol is an aromatic alcohol with the formula
C6H5CH2OH.Benzyl alcohol is denoted as BnOH.
Properties
• Benzyl alcohol is a colorless liquid
• mild pleasant aromatic odor.
Uses-
1. Benzyl alcohol is a prescription topical (for the skin)
medication used as an anti-parasite medication.
2. Benzyl alcohol topical is used to treat head lice in people
between the ages of 6 months and 60 years old.
3. Benzyl alcohol topical is for treating head lice only. It will
not treat lice on other body areas.
SYNTHESIS OF BENZYL ALCOHOL
1. Free radical chlorination of toluene – Toluene is converted to benzyl
chloride in the presence of UV light or heat and chloride ions.
2. Nucleophilic substitution reaction of benzyl chloride with aqueous
NaOH – This benzyl chloride reacts with aqueous NaOH, as a result the
Nacl formed will be eliminated. The remaining end product is Benzyl
Alcohol.
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