The Instruction of (S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinazolin-6-yl)but-2-enamide

Instruction of (S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinazolin-6-yl)but-2-enamide: A Comprehensive Guide for Chemical Synthesis and Analysis

Introduction:

(S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinazolin-6-yl)but-2-enamide is a synthetic compound commonly used in the pharmaceutical industry for various applications.
The compound is known to exhibit potent pharmacological properties and is currently under investigation for its potential therapeutic use.
However, the synthesis of this compound can be challenging and requires careful attention to detail.
In this article, we provide a step-by-step instruction guide for the synthesis of (S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinazolin-6-yl)but-2-enamide, along with an overview of its chemical properties and potential applications.

Raw Materials and Equipment:

The synthesis of (S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinazolin-6-yl)but-2-enamide requires several raw materials and pieces of equipment, including:

1. 4-nitrobenzaldehyde
2. Diethyl acetamide
3. N,N-dimethylacetamide
4. Barium hydroxide
5. Benzyl alcohol
6. Benzyl bromide
7. Sodium hydroxide
8. Hydrochloric acid
9. Methanol
10. Water
11. Silica gel
12. Column chromatography
13. Thin-layer chromatography plates
14. Optical rotation spectrophotometer
15. High-performance liquid chromatography (HPLC)

Synthesis Procedure:

Step 1: Preparation of 4-nitrobenzaldehyde

4-Nitrobenzaldehyde can be synthesized by a well-known procedure (Fontaine reaction) involving nitration of benzaldehyde with nitric acid.
A excess of nitric acid is added to a solution of benzaldehyde in water.
The resulting mixture is then heated for several hours to initiate the reaction.
The product can be extracted with ether and dried to result in 4-nitrobenzaldehyde.

Step 2: Preparation of Diethyl acetamide

Diethyl acetamide is prepared by the reaction of ethyl acetate and ammonia.
A solution of ethyl acetate is added to a solution of ammonia in water, followed by the addition of a catalytic amount of sodium hydroxide.
The mixture is then stirred for several hours, resulting in the formation of diethyl acetamide.

Step 3: Preparation of N,N-dimethylacetamide

N,N-Dimethylacetamide can be prepared by the action of acetyl chloride on dimethylamine.
A solution of dimethylamine is added to a solution of acetyl chloride in dichloromethane, followed by the addition of a catalytic amount of pyridine.
The mixture is then stirred for several hours, resulting in the formation of N,N-dimethylacetamide.

Step 4: Synthesis of (S,E)-4-(dimethylamino)-N-(4-oxo-7-((tetrahydrofuran-3-yl)oxy)-3,4-dihydroquinaz