Adding a certain compound to certain chemical reactions, such as: 1533519-85-5, name is Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, belongs to Triazoles 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 1533519-85-5, 1533519-85-5
[0278] Charge Compound 2 (1.0 kg ¡À 1%) to a reactor. Add tetrahydrofuran (6.2 kg ¡À 1% <> 7.0 L ¡À 1%) to the same reactor. Heat the mixture to a temperature between 35C and 42C. Stir the mixture for at least 10 minutes at a temperature between 35C and 42C to obtain a clear solution. Cool the reaction mixture to a temperature between 27C and 32C. [0279] Add N-bromosuccinimide (0.734 kg ¡À 1%) to the reaction mixture whilst maintaining the temperature between 27C and 32C, e.g., between 27C and 30C. Stir the mixture at a temperature between 27C and 32C, e.g., between 27C and 30C, until the reaction is complete. [0280] The reaction is considered complete when the content of Compound 2 is lower than 1.5% area by HPLC, preferentially lower than 0.2% area by HPLC. [0281] The reaction is sampled for HPLC analysis after 20 to 40 minutes of stirring for the determination of the Compound 2 content. Based on HPLC analysis, optionally add extra quantity of N-bromosuccinimide (0.105 kg ¡À 1%) while maintaining the temperature between 27C and 32C, e.g., 27C and 30C. Otherwise, continue with the stirring at a temperature between 27C and 32C, e.g., between 27C and 30C, until the reaction is complete. [0282] Cool the reaction mixture to a temperature between 2C and 7C, e.g., between 2C and 5C. Add toluene (4.33 kg ¡À 5%) to the mixture, while maintaining the temperature between 2C and 7C, e.g., between 2C and 5C. [0283] Add to the reaction mixture, over at least 10 minutes, while maintaining the temperature between 2C and 7C, e.g., between 2C and 5C, ozonated deionised water (5.0 L ¡À 5%). The addition of the ozonated deionised water is exothermic and during the addition gaseous release may occur. Stir the mixture for at least 30 minutes maintaining the temperature between 2C and 7C, e.g., between 4C and 6C. [0284] Stop stirring and allow layers to separate for at least 30 minutes. Discharge the aqueous (lower phase). Add to the organic phase, over at least 10 minutes, while maintaining the temperature between 2C and 7C, a solution previously prepared by dissolution of sodium disulfite (0.112 kg ¡À 1%) in ozonated deionised water (5.0 L ¡À 5%). The addition of the sodium disulfite solution is exothermic. During the addition gaseous release may occur. [0285] Stir the suspension for at least 30 minutes maintaining the temperature between 2C and 7C. Take a sample of the mixture. If the aqueous phase of the sample is pale yellow, conduct another wash step with sodium disulfite. If the aqueous phase of the sample is colorless then send sample for HPLC analysis. If the peak of N-bromosuccinimide is detected by HPLC then conduct another wash with sodium disulfite and repeat the HPLC analysis till the NBS is not longer detectable by HPLC. [0286] Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase) and combine with the previous aqueous phase. Heat the organic phase comprising Compound 3 to a temperature between 18C and 25C. Add to the organic phase, maintaining the temperature between 18C and 25C, ozonated deionised water (5.0 L ¡À 5%). Stir the mixture for at least 15 minutes maintaining the temperature between 18C and 25C. Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase). [0287] Add to the organic phase, maintaining the temperature between 18C and 25C, a solution previously prepared by dissolution of sodium bicarbonate (0.35 kg ¡À 1%) in ozonated deionised water (5.0 L ¡À 5%). Stir the mixture for at least 15 minutes maintaining the temperature between 18C and 25C. Stop stirring and allow layers to separate for at least 15 minutes. Discharge the aqueous phase (lower phase). [0288] If the pH of the discharged aqueous phase is below 8.0, repeat the wash step with sodium bicarbonate until the pH of the aqueous phase is above 8.0. [0289] Add to the organic phase, comprising Compound 3, over at least 10 minutes, while maintaining the temperature between 18C and 25 C, a solution previously prepared by dissolution of sodium hydroxide (pure) (0.1473 kg ¡À 1%) in ozonated deionised water (3.61 L ¡À 5%). [0290] Stir the mixture at a temperature between 18C and 25C for at least 2 hours until the reaction is complete. The reaction is considered complete when the peak area by HPLC of Compound 3 in the organic phase is lower than 50 mAU. If reaction is incomplete then stir the reaction mixture an extra 2 hours before re-sampling. If reaction completion is not achieved after 6 hours stirring, add extra quantity of sodium hydroxide aqueous solution and re-sample 3 hours after the addition. The reaction mixture has two phases at this point. Stop stirring and allow layers to separate for at least 30 minutes. Discharge the aqueous phase (lower phase) to a reactor or receiver. Repeat this step and combine the aqueous layers. Discharge the organic phase (upper phase) for disposal. [0291] Concentrate the aqueous phases under a vacuum at a temperatur…
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-((4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ARDEA BIOSCIENCES, INC.; GUNIC, Esmir; GALVIN, Gabriel; WO2014/8295; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics