Category: 103057-10-9

Adding a certain compound to certain chemical reactions, such as: 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 103057-10-9, COA of Formula: C23H19ClN2

Example 8 Preparation of bis(2,2,2-trifluoroethyl)(1-triphenylmethylimidazol-4-yl)methylphosphonate: To a solution of bis(2,2,2-trifluoroethyl)phosphite (0.11 ml, 0.6 mmol) in THF (1.5 ml) were added 1,8-diazabicyclo[5,4,0]-7-undecene (DBU) (0.09 ml, 0.6 mmol) and (1-triphenylmethylimidazol-4-yl)methyl chloride (71.8 mg, 0.2 mmol). The reaction mixture was refluxed under argon flow for 22 hours. The solvent was removed under reduced pressure, and water (10 ml) was added to the residue, which was then extracted 3 times with ethyl acetate (10 ml). The resultant organic layers were washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The obtained white solid was purified through chromatography on silica gel column using ethyl acetate – hexane (3:2) to give bis(2,2,2-trifluoroethyl)(1-triphenylmethylimidazol-4-yl)methylphosphonate (34 mg, 30%) as a white powder. This powder was recrystallized from a mixture of ethyl acetate and hexane to provide a white small needle crystal (m.p. 145-148C). 1H NMR (CDCl3) d 3.34 (d, J = 10.5 Hz, 2H), 4.30 (quint, d, J = 3.9 Hz, 1.3 Hz, 4H), 6.80 (s, 1H), 7.08-7.50 (m, 16H). 31P NMR(CDCl3) d 29.9 (s). Anal Calcd for C27H23N2O3PF6: C, 57.03; H, 4.08; N, 4.93. Found: C, 57.03; H, 4.19; N, 4.94.

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Reference:
Patent; Azwell Inc.; EP1477487; (2004); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 103057-10-9, These common heterocyclic compound, 103057-10-9, name is 4-(Chloromethyl)-1-trityl-1H-imidazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 1 STR49 To a solution of diisopropylamine (1.078 mL) in anhydrous THF (7 mL) was added n-butyllithium (3.08 mL; 2.5M) dropwise at 0 C. The resulting solution was stirred at 0 C. for 40 minutes and then was cooled to -23 C. To this mixture was added N-methyl-2-piperidinone (0.80 mL) (1.) the mixture was stirred at -23 C. for 0.5 hour, and then at -78 C. for 1 hour. To the above mixture was added dropwise a solution of 4-chloromethyl-N-trityl-imidazole (2.70 g) STR50 in anhydrous THF (14 mL). The mixture was stirred at -78 C. for 4 hours and then was allowed to warm up to room temperature slowly overnight (16 hours). Water and ethyl acetate were added to the mixture, the resulting mixture was shaken vigorously, the layers separated, and the aqueous layer was extracted with ethyl acetate several times. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to give the crude product, which was purified by flash chromatography (1% to 2% of ammonia saturated methanol in CH2 Cl2) to give 2 (1.58 g; 52% yield).

The synthetic route of 103057-10-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US5807872; (1998); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of 103057-10-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 103057-10-9 as follows.

4.1. 1,1-dimethylethyl (S)-2-[[(phenylmethoxy)carbonyl]amino]-4-[[[1-(triphenylmethyl)-1H-imidazol-4-yl]methyl]thio]butanoate 6 g of potassium thioacetate is added to a solution of 3.58 g (10 mmoles) of 4-(chloromethyl)-1-(triphenylmethyl)-1H-imidazole in 40 ml of ethanol under nitrogen. The reaction mixture is agitated by sonification for 15 minutes before being poured onto ether. The organic phase is washed successively with water, a saturated solution of sodium hydrogen carbonate, a saturated solution of sodium chloride, before being dried over magnesium sulphate and evaporated under reduced pressure. The residue is dissolved in 100 ml of methanol degassed with nitrogen and containing 1.9 ml (10 mmoles) of a 5.3N solution of sodium methoxide. After stirring for 15 minutes, a solution of 4.63 g (10 mmoles) of 1,1-dimethylethyl (S)-4[[4-methylphenyl)sulphonyl]-2[[(phenylmethoxy)carbonyl]amino]butanecarboxylate in 40 ml of degassed methanol is added. The reaction mixture is stirred for 24 hours at room temperature and the precipitate obtained is drained and washed with methanol and then with water. 3 g of product is obtained after drying. Melting point=183-185 C. Yield=50%

According to the analysis of related databases, 103057-10-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Synthelabo; US5453430; (1995); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem