Category: 63680-90-0

Electric Literature of 63680-90-0, 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 63680-90-0 as follows.

Step 2: Preparation of tert-butyl (3-chloro-1H-pyrazol-4-yl)carbamate Into a 2 L round bottom flask was added 3-chloro-1H-pyrazol-4-amine hydrochloride (100 g, 649 mmol) and THF (500 mL). To this mixture were added di-tert-butyldicarbonate (156 g, 714 mmol) followed by sodium bicarbonate (120 g, 1429 mmol) and water (50.0 ml). The mixture was stirred for 16 h, diluted with water (500 mL) and ethyl acetate (500 mL) and transferred to a separatory funnel. This gave three layers; bottom-a white gelatinous precipitate, middle-light yellow aqueous, top-auburn organic. The phases were separated collecting the white gelatinous precipitate and the aqueous layer together. The aqueous was extracted with ethyl acetate (2*200 mL) and the ethyl acetate extracts were combined, washed with brine (200 mL), dried over anhydrous sodium sulfate, filtered and rotary evaporated to give an auburn thick oil (160 g.). The thick oil was suspended in hexane (1000 mL) and stirred at 55 C. for 2 h. This gave a light brown suspension. The mixture was cooled to 0 C. and the solid collected by vacuum filtration and rinsed with hexane (2*10 mL). The sample was air dried to constant mass to afford (3-chloro-1H-pyrazol-4-yl)carbamate (102.97 g, 72% yield, 80% purity) as a light brown solid: mp 137-138 C.; 1H NMR (400 MHz, CDCl3) delta 10.69 (s, 1H), 7.91 (s, 1H), 1.52 (s, 9H).

According to the analysis of related databases, 63680-90-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; Buysse, Ann M.; Niyaz, Noormohamed M.; Demeter, David A.; Zhang, Yu; Walsh, Martin J.; Kubota, Asako; Hunter, Ricky; Trullinger, Tony K.; Lowe, Christian T.; Knueppel, Daniel; Patny, Akshay; Garizi, Negar; LePlae, JR., Paul Renee; Wessels, Frank; Ross, JR., Ronald; DeAmicis, Carl; Borromeo, Peter; US2013/288893; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 63680-90-0 as follows. Formula: C3H5Cl2N3

A 4-neck, 500-mL round bottom flask was charged with 3-chloro-1H-pyrazol-4-amine.HCl (15 g, 128 mmol), THF (50 mL), and water (50 mL). Sodium bicarbonate (32.2 g, 383 mmol) was added in portions to control off-gassing, and the mixture was cooled to 5 C. Acryloyl chloride (12.44 mL, 153 mmol) was added at <20 C. and the reaction was stirred for 2 h, after which the reaction was diluted with water (100 mL) and EtOAc (100 mL). The organic layer was concentrated to dryness to afford a white solid, which was suspended in MTBE (50 mL) and stirred for 2 h. The suspension was filtered and the solid was rinsed with MTBE (50 mL) to afford the desired product, N-(3-chloro-1H-pyrazol-4-yl)acrylamide (IIa), as a white solid after drying (14.8 g, 68% yield), mp: 182 C. (decomposition). 1H NMR (400 MHz, DMSO-d6) delta 12.96 (s, 1H), 9.77 (s, 1H), 8.10 (s. 1H), 6.58 (dd, J=17.0, 10.2 Hz, 1H), 6.23 (dd, J=17.0, 2.1 Hz, 1H), 5.73 (dd, 10.2, 2.1 Hz, 1H). 13C NMR (101 MHz, DMSO-d6) delta 162.69, 130.76, 130.14, 126.62, 123.60, 116.53. ESIMS: m/z 172.0 ([M+H]+). According to the analysis of related databases, 63680-90-0, the application of this compound in the production field has become more and more popular. Reference:
Patent; Dow AgroSciences LLC; Yang, Qiang; Lorsbach, Beth; Zhang, Yu; Walsh, Martin J.; Kister, Jeremy; (9 pag.)US2018/186752; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 63680-90-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 63680-90-0, name is 3-Chloro-1H-pyrazol-4-amine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

10022] A 100 mE, 3-neck flask was charged with 3-chloro-1H-pyrazol-4-amine hydrochloride (5.00 g, 32.5 mmol), tetrahydrofuran (25 mE) and water (25 mE). The resulting suspension was cooled to 5C. and sodium bicarbonate (10.9 g, 130 mmol) was added, followed by dropwise addition of3-((3,3,3,-trifluoropropyl)thio)propanoyl chloride (7.52 g,34.1 mmol) at <5 C. The reaction was stirred at <10 C. for1 hour, at which point thin layer chromatography analysis (Eluent: 1:1 ethyl acetate/hexane) indicated the starting material was consumed and the desired product was formed. The reaction mixture was diluted with ethyl acetate (25 mE) and water (25 mE). The layers were separated and the aqueous layer was extracted with ethyl acetate (3x25 mE). The organic layers were combined and concentrated to dryness. The residue was suspended in 2:1 methyl tert-butylether/heptanes (30 mE), stirred for 1 hour and filtered. The solid was rinsed with 2:1 methyl tert-butylether/heptanes (20 mE) and further dried under vacuum at room temperature (about 22 C.) to afford a white solid (7.80 g, 80%): mp 83-85 C.; ?H NMR (400 MHz, DMSO-d5) oe 12.90 (s, 1H), 9.59 (s, 1H), 8.02 (s, 1H), 2.82 (t, J=7.2 Hz, 2H), 2.76-2.69 (m, 2H), 2.66 (t, J=7.1 Hz, 2H), 2.62-2.48 (m, 2H); ?3C NMR (101 MHz, DMSO-d5) oe 168.97, 129.95, 126.60 (q, J=277.4 Hz), 123.42, 116.60, 35.23,33.45 (q, J=27.3 Hz), 26.85, 23.03 (q, J=3.4 Hz); ElMS mlz301 ([M]j. The chemical industry reduces the impact on the environment during synthesis 3-Chloro-1H-pyrazol-4-amine hydrochloride. I believe this compound will play a more active role in future production and life.