How do you synthesize Benzocaine?

How do you synthesize Benzocaine?

Synthesis of benzocaine: Into a 100 ml flask, mix 1.25 g of p-aminobenzoic acid hydrochloride, 10 ml of EtOH, and 0.5 ml H2SO4 (conc.). Heat the mixture at reflux for 2 h. After cooling the mixture, neutralize with an aqueous sodium carbonate solution (10%).

How do you purify Benzocaine?

Purifying the Benzocaine. a) Add a few mL of hot ethanol and heat the mixture on the steam bath until all the oil dissolves. b) Add water (drop wise!) to the alcohol solution until cloudiness just appears and then add a few drops of ethanol. Cool the mixture, with occasional VIGOROUS swirling, in an ice bath.

How is Novocaine synthesized?

Local Anesthetics 1), better known as novocaine, is synthesized in two ways. The first way consists of the direct reaction of the 4-aminobenzoic acid ethyl ester with 2-diethylaminoethanol in the presence of sodium ethoxide. 2), which is then esterified with N,N-diethylaminoethanol.

What is benzocaine made of?

Benzocaine is a chemical compound derived from para-aminobenzoic acid and ethanol. It is a white, odorless, crystalline powder. It acts on neuronal membranes and blocks nerve signals in the body. Its numbing effects are temporary.

Why is absolute ethanol used in the synthesis of benzocaine?

Benzocaine is soluble in Ethanol, Methanol and Diethyl Ether. But it is not very soluble in water. Having water in the solution would decrease the solubility and would create a lot of hassle later. Using 95 % ethanol would reduce the yield of benzocaine.

What is novocaine made out of?

Novocain, procaine hydrochloride, is benzoic acid, 4-amino-, 2-(diethylamino) ethyl ester, monohydrochloride, the ester of diethylaminoethanol and aminobenzoic acid, with the following structural formula: Each mL contains 100 mg procaine hydrochloride and 4 mg acetone sodium bisulfite as antioxidant.

What is the chemical name of benzocaine?

Benzocaine Hydrochloride

PubChem CID 10214462
Chemical Safety Laboratory Chemical Safety Summary (LCSS) Datasheet
Molecular Formula C9H12ClNO2
Synonyms Benzocaine Hydrochloride 23239-88-5 Ethyl 4-aminobenzoate hydrochloride Benzocaine.HCl Ethyl p-aminobenzoate hydrochloride More…
Molecular Weight 201.65

What is another name for benzocaine?

Benzocaine, sold under the brand name Orajel amongst others, is an ester local anesthetic commonly used as a topical pain reliever or in cough drops….Benzocaine.

Clinical data
Trade names Anbesol, Lanacane, Orajel, others
AHFS/Drugs.com Monograph
Routes of administration Topical, Oral

Why is absolute ethanol used in Fischer esterification?

The most important reason for using absolute ethanol is that the Fischer esterification is an equilibrium reaction with a Keq≈4 . The absolute alcohol contains no water, so the reaction will be able to go further to the right. You won’t have to use as large an excess of ethanol to get a good yield.

Why do we use absolute ethanol?

Reagent in synthetic organic chemistry and chromatography. Industrial and laboratory organic solvent. Other uses are in manufacture of denatured alcohol, pharmaceuticals (rubbing compounds, lotions, tonics, colognes), in perfumery.

How is novocaine synthesized?

Is novocaine made from coca?

Novocaine, which dentists use, has a name derived from a combination of “novo,” for new, and the ending of cocaine. Also called procaine, it is chemically quite unrelated to cocaine and relatively easy to make – the first synthesis was in 1898.

How do you synthesize benzocaine?

1 SYNTHESIS OF BENZOCAINE 1 1 Synthesis of Benzocaine 1.1 Method [4] I synthesized a local anesthetic called Benzocaine (Fig. 1 on page i). Benzocaine was prepared in this experiment by the direct esterification of p– Aminobenzoic acid with absolute ethanol. See the following chart (Fig. 2) for the reaction. Figure 2: Reaction

How to synthesize benzocaine by Fischer esterification?

Synthesising Benzocaine via Reflux with a Condenser. In the experiment, the reactants carboxylic acid (4-aminobenzoic acid) and ethanol were used to synthesize esters (benzocaine, isopropyl 4-aminobenzoic acid) and water molecules as leaving group. The Fischer Esterification reaction mainly functions at pH less than 8.

What is the molecular weight of benzoine?

1 SYNTHESIS OF BENZOCAINE 3 Figure 4: Mechanism Compound Mass [g] or Volume [ml] Moles [mole] Origin2Quality 4-Aminobenzoic acid 2.7 g 0.020 Fluka purum Ethanol 35 ml 0.6 Fluka purum Sulfuric acid 2.5 ml 0.045 Fluka purum Sodium Carbonate Fluka purum

How to prepare benzocaine from p-nitrobenzoic acid?

Aim: To prepare Benzocaine from p- nitrobenzoic acid. Used as a local anesthetic agent. Place 15 g (0.09 mol) of p-nitrobenzoic acid in a 1-litre round-bottomed flask fitted with a reflux condenser.

How do you synthesize benzocaine?

How do you synthesize benzocaine?

1 SYNTHESIS OF BENZOCAINE 1 1 Synthesis of Benzocaine 1.1 Method [4] I synthesized a local anesthetic called Benzocaine (Fig. 1 on page i). Benzocaine was prepared in this experiment by the direct esterification of p– Aminobenzoic acid with absolute ethanol. See the following chart (Fig. 2) for the reaction. Figure 2: Reaction

How to prepare benzocaine from p-nitrobenzoic acid?

Aim: To prepare Benzocaine from p- nitrobenzoic acid. Used as a local anesthetic agent. Place 15 g (0.09 mol) of p-nitrobenzoic acid in a 1-litre round-bottomed flask fitted with a reflux condenser.

How do you make hydrochloric acid from p-aminobenzoate?

Pass dry hydrogen chloride through the alcohol until saturated; the increase in weight is about 20 g; remove the gas inlet tube, introduce 12 g (0.088 mol) of p-aminobenzoic acid and heat the mixture under reflux for 2 hours. Upon cooling, the reaction mixture sets to a solid mass of the hydrochloride of ethyl p-aminobenzoate.

How is benzocaine different from other local anesthetics?

Benzocaine is unlike the other local anesthetics in not having a secondary or tertiary amino group separated from the aromatic portion of the molecule. It also does not suffuse well into issue, this making it unsuitable for injection

What is the mechanism of reaction between 4-aminobenzoic acid and ethanol?

The mechanism in figure 1 was to combined 4-aminobenzoic acid and ethanol in a reflux reaction with the addition of sulphuric acid as a catalyst to produce the product.

How to synthesize benzocaine by Fischer esterification?

Synthesising Benzocaine via Reflux with a Condenser. In the experiment, the reactants carboxylic acid (4-aminobenzoic acid) and ethanol were used to synthesize esters (benzocaine, isopropyl 4-aminobenzoic acid) and water molecules as leaving group. The Fischer Esterification reaction mainly functions at pH less than 8.

What is the mechanism of action of benzocaine?

Benzocaine is an ester of paraaminobenzoic acid, lacking the terminal diethylamino group of procaine, with anesthetic activity. Benzocaine binds to the sodium channel and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions. Depolarization of the neuronal membrane is inhibited,…

What is the molecular weight of benzoine?

1 SYNTHESIS OF BENZOCAINE 3 Figure 4: Mechanism Compound Mass [g] or Volume [ml] Moles [mole] Origin2Quality 4-Aminobenzoic acid 2.7 g 0.020 Fluka purum Ethanol 35 ml 0.6 Fluka purum Sulfuric acid 2.5 ml 0.045 Fluka purum Sodium Carbonate Fluka purum

What is the melting point of benzocaine and isopropyl 4aminobenzoic acid?

The first product (benzocaine) melting point appears to be 92-96 degrees Celsius and compare to the theoretical value, it was considered high. Conversely, the second product (isopropyl 4-aminobenzoic acid) melting point was 83-85 degrees Celsius and compare to the theoretical value, it was within the range.