Compound used as anesthetic
A technology of compounds and crystal compounds, applied in the field of compounds that can be used as anesthetics, can solve problems such as short anesthesia effect time
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Embodiment 1
[0019] Embodiment 1: the preparation of formula VI compound
[0020] In a 250 ml three-necked flask, weigh o-chloronitrobenzene (VIII) (10 g, 63.4 mmol) and 2-mercaptobenzoic acid (VII) (9.7 g, 62.9 mmol), add 110 ml of absolute ethanol, After stirring, potassium hydroxide (7.8 g, 138.8 mmol) was added, heated to reflux, and the solid gradually dissolved. After the reaction (about 8 hours), the reaction solution was cooled to room temperature, and a large number of yellow solids were precipitated. Filter to collect the filter cake. After the filtrate was concentrated, 50 ml of ethyl acetate was added, and a yellow solid precipitated again, which was filtered again. The filter cakes were combined and washed with 100 ml of ethyl acetate. The obtained filter cake was transferred into a 500 ml beaker, 200 ml of water was added, stirred, and the pH value was adjusted to 3-4 with 6N hydrochloric acid, and a yellow solid was precipitated. After filtration, the filter cake was was...
Embodiment 2
[0022] Embodiment 2: the preparation of formula III compound:
[0023] In a 250 ml three-necked flask, weigh the formula (VI) compound (10 g, 36.3 mmol), add 120 ml of toluene, stir, slowly add thionyl chloride (12 ml, 164.4 mmol) dropwise, after adding , reflux reaction for 12 hours (TLC monitoring reaction). After the reaction was completed, it was cooled to room temperature, and toluene and excess thionyl chloride were distilled off under reduced pressure. Another 200 ml of toluene was added to obtain a toluene solution of acid chloride (V). The toluene solution of the obtained acid chloride (V) was transferred to another 500 ml three-necked flask, stirred, and under cooling in an ice-water bath, triethylamine (8 ml, 57.4 mmol) was added dropwise. 1-[2-(2-hydroxyethoxy)piperazine (IV) (36.3 grams, 36.3 mmol) in milliliter toluene, after adding, after incubation for 30 minutes, stir at room temperature for 8 hours (reaction monitored by TLC) . After the reaction, add 150...
Embodiment 3
[0025] Embodiment 3: the preparation of formula II compound:
[0026] Nitro compound (III) (7.9 grams, 18.3 mmol) was joined in a 500 milliliter one-necked flask, 10% palladium carbon (6 grams, water content 50%) was added, after nitrogen replacement, feed hydrogen (1 atmosphere) , the reaction was stirred at room temperature for 12 hours (reaction monitored by TLC). After the reaction was completed, it was filtered and the filtrate was concentrated to obtain amine compound (II) (7.05 g, yellow colloidal liquid, yield: 95.6%).
[0027] 1 H NMR (400 MHz, DMSO-d 6 ): δ 2.55 (s, 2H); 2.64-2.68 (m, 4H); 3.35-3.36 (m, 2H); 3.58-3.71 (m, 6H); 3.79-3.95 (m, 3H), 4.15-4.45 ( wIde, 2H); 6.68-6.74 (m, 2H); 6.94-6.97 (m, 1H); 7.15-7.22 (m, 4H); 7.42 (d, 1H, J 1 = 1.12 Hz).
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