Category: chlorides-buliding-blocks

Synthetic Route of 29671-92-9, A common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

Step 3; The previous aminobenzonitrile (40.0 mg; 0.15 mmol) and chloroformamidine hydrochloride (18.0 mg; 0.16 mmol) were heated at 140 C in diglyme for 3 hours. The reaction mixture was diluted with water, stirred for 2 hours, filtered, washed with water and dried. Purification by silica gel chromatography (5- 10% methanol in dichloromethane) to yield 14 milligrams of 5-(4- chlorophenoxymethyl) quinazoline-2,4-diamine.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
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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. 771583-81-4, name is 4-Chloro-2-(trifluoromethyl)benzylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 771583-81-4

5-((4- (ethylsulfonyl) benzyl) carbamoyl) -2-isopropoxybenzoic acid (300.0 mg, 0.7 mmol), HATU (422.0 mg, 1.1 mmol) and DIPEA (477.2 mg , 3.7 mmol) was dissolved in tetrahydrofuran (10 mL), and after stirring at room temperature for 0.5 hours, 4-chloro-2- (trifluoromethyl) benzylamine (232.6 mg, 1.1 mmol) was added, and the reaction was performed at room temperature for 4 hours. Then, add an appropriate amount of water and extract 3 times with ethyl acetate. The organic phases were combined and washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated. The concentrate was purified by preparative high performance liquid chromatography to obtain the title compound (300.0 mg, yield: 65%).

According to the analysis of related databases, 771583-81-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Chunchi; Liu Jinming; Ren Yun; Cai Jiaqiang; Wang Lichun; Wang Jingyi; (42 pag.)CN110724075; (2020); A;,
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These common heterocyclic compound, 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, 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. HPLC of Formula: C5H10ClO3P

Comparative Synthesis Example 1 (Synthesis of Comparative Phosphorus Compound 1); A mixture was obtained in the same manner as in Synthesis example 1 except that 114.4 g of toluene were used in place of 114.4 g of chlorobenzene, 89.3 g (0.95 mole) of phenol were used in place of 161.5 g (0.95 mole) of 2-phenylphenol (ortho-phenylphenol) and chlorobenzene was not used to add to the reaction mixture.(After-treatment) The obtained mixture was neutralized at 85 C by adding hydrochloric acid solution which corresponds to an excess amount of triethylamine and the mixture was allowed to stand to separate an oil phase. Next, the obtained oil phase was washed with approximately 85 C water and then any liquid was removed by a centrifugal filter. The obtained solid was dried by a vacuum desiccator at 100 C, to give 210.0 g of a white solid. The purity of the obtained solid was found to be 99.2 area % by GPC. Also, if all of the solids were assumed to be an object compound, the crude yield was 86.8 %.

The synthetic route of 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1925622; (2008); A1;,
Chloride – Wikipedia,
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Related Products of 1005-56-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1005-56-7, name is O-Phenyl carbonochloridothioate belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(Scheme 5) 438.5 mg (1.0 mmol) of a rhodamine compound (for example, a synthetic product of 1,6-dihydroxy naphthalene and 4-diethylamino keto acid),690.4 mg (4.0 mmol) phenyl thiochloroformate and (350 muL)N,N-diisopropylethylamine(DIPEA) dissolved in 15 mL of dichloromethane,Then stir at room temperature for 15h,After vortexing to obtain a crude product,Finally using dichloromethane:Column chromatographic separation of the methanol system (30:1, v/v)506 mg of pure product was obtained with a yield of 88%.

The synthetic route of O-Phenyl carbonochloridothioate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Jinan; Zhang Meng; Wu Liu; Zhao Ziyang; Yuan Ruifang; Fang Zhaotong; Wang Ruikang; Liu Caiyun; Zhu Baocun; (11 pag.)CN107903237; (2018); A;,
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Electric Literature of 10061-02-6, 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 10061-02-6 as follows.

11h were made from corresponding terminal alkyne and vinyl chloride S139 via route shown in Scheme 7. To a solution of S13 (600mg, 3.04 mmol ) in CH3CN was added K2CO3 (4.2g, 30.4 mmol) and continue stirred half of a hour, then added S9 (1g, 9.13 mmol) at room temperature, after the solution was heated at 40 C for 7h. The reaction was filter, and concentrated in vacuo. Purification via flash chromatography on silica gel(PE/EA = 20/1) provided S14( 490 mg,60% yield).Pd(PPh3)4 (97 mg, 0.084 mmol) andcopper iodide (32 mg, 0.169 mmol) were added to a seal-tube.Absorb the air andfill with nitrogen.S14 (460 mg, 1.69mmol) , prop-2-yn-1-ylbenzene ( 224 mg, 2.03 mmol ), tert-butylamine (185 mg,2.54 mmol) and 8 mL toluene was added.The mixture was heated to 70 C and stirred for 6 h. The reaction was thencooled and diluted with Et2O (10 mL) and saturated aqueous NH4Cl(5 mL). The organics were extracted with Et2O (2 *10 mL), dried overNa2SO4, filtered, and concentrated in vacuo. Purification via flash chromatography on silica gel (PE/EA = 10/1) provided 11h (317mg, 65% yield).

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Hua-Dong; Wu, Hao; Jiang, Chun; Chen, Peng; Shen, Mei-Hua; Tetrahedron Letters; vol. 57; 26; (2016); p. 2915 – 2918;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 62593-17-3, name is 2,4-Dichloro-6-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H4Cl2F3N

Example 62 (General Procedure (D)) 3-Bromo-5-Tert-Butyl-N-(2,4-Dichloro-6-Trifluoromethyl-Phenyl)-6-Hydroxy-2-Methylbenzamide. The title compound was prepared from 3-tert-butyl-5-bromo-6-methylsalicylic acid and 2,4-dichloro-6-trifluoromethylanilin. 1H-NMR: (CDCl3, 400 MHz): delta ppm 1.40 (s, 9 H) 2.69 (s, 3 H) 7.15 (s, 1 H) 7.56 (s, 1 H) 7.68 (s, 1 H) 7.76 (s, 1 H) 9.50 (s, 1 H).); HPLC-MS (Method A): m/z=498, 500, 502 (M+1); Rt=5.9 min.

The synthetic route of 62593-17-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hansen, Birgit Sehested; Hansen, Thomas Kruse; Tullin, Soren; Colding-Jorgensen, Morten; US2004/138301; (2004); A1;,
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Synthetic Route of 110407-59-5, A common heterocyclic compound, 110407-59-5, name is 2-Chloro-4-fluorobromobenzene, molecular formula is C6H3BrClF, 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.

To a solution of l-bromo-2-chloro-4-fluorobenzene (2.5 g, 12.0 mmol) in toluene (10 mL) at -70 C was added n-BuLi (1.6 M in hexane) (7.5 mL, 12.0 mmol) dropwise over 5 min by syringe along the wall of the flask. After adding, the reaction was stirred at this temperature for 30 min. Then the resulting solution was added into a solution of (S)- tert-butyl l,6-dioxohexahydropyrrolo[l,2-a]pyrazine-2(lH) -carboxylate (2.8 g, 10.9 mmol) in toulene (10 mL). After stirred at -70 C for 5 min, the reaction mixture was quenched with saturated NH4CI and extracted with EtOAc (2 x 20 mL). The organic layer was washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to give the title compound (850.0 mg, yield : 20%); m/z (ES+): 385 [M + H] + .

The synthetic route of 110407-59-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; BLADH, Haakon; FELDING, Jakob; ZHOU, Ding; CAI, Zhen-wei; SØRENSEN, Morten Dahl; WO2015/24878; (2015); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 468075-00-5, name is 2-Bromo-1-chloro-4-(trifluoromethoxy)benzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 468075-00-5

mixture of 2-bromo-l-chloro-4-(trifluoromethoxy)benzene (5.00 g, 18.15 mmol), Pd(dppf)Cl2.CH2Cl2 (1.48 g, 1.82 mmol) and Et3N (5.51 g, 54.45 mmol) in EtOH (30 mL) was degassed, and refilled with CO. The reaction was stirred under CO (50 psi) for 16 hours at 80 C, at which point the desired product was observed by LCMS. The reaction mixture was diluted with EtOH (20 mL), and filtered through a Celite pad. The filtrate was concentrated. The residue was purified by flash chromatography on silica gel (EtOAc in PE = 0% ~ 5%) to afford compound 12-b (2.40 g, 8.93 mmol) as an oil. 1H NMR (400MHz, CDC13) deltaEta = 7.66 – 7.59 (m, 1H), 7.42 (d, 1H), 7.24 – 7.19 (m, 1H), 4.36 (q, 2H), 1.35 (t, 3H).

The synthetic route of 468075-00-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (141 pag.)WO2018/98491; (2018); A1;,
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2106-04-9, name is 3-Chloro-2-fluoroaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H5ClFN

Using a modified procedure described by Gomez-Sanchez. (Reference: GomezSanchez, A. et al., Anales Dc Quimica, 8 1(2): 139 (1985).) A clear, faint yellow solution of ethyl nitroacetate (4.17 ml, 37.6 mmol) and triethylorthoacetate (6.93 mL, 37.6 mmol)in toluene (9.39 mL) was heated to 110 C. A Dean-Stark trap was used to azeotrope the ethanol. Approximately every 30 mm, the solvent was removed from the Dean-Stark and additional toluene (6 mL) was added to the reaction flask. Over the course of the reaction the color became a clear, dull yellow color. After 7.5 h, the reaction was stopped and it was cooled to rt. Excess solvent and starting materials were removed by distillation (5mm Hg at 100 C) leaving ethyl 3-ethoxy-2-nitrobut-2-enoate (5.46 g) as an orangeliquid. An orange solution of 3-chloro-2-fluoroaniline (5.86 g, 40.2 mmol) and ethyl 3- ethoxy-2-nitrobut-2-enoate (5.45 g, 26.8 mmol) in ethanol (13.41 mL) was stirred at a After 7 h, the reaction was stopped and concentrated to give an orange oil. The orange oil was diluted with EtOAc and washed with 1.0 N HC1 (2x), saturated NaHCO3, brine, driedover sodium sulfate, filtered and concentrated to give an orange oil. Purification by normal phase chromatography gave Intermediate 24A1 (2.90 g, 36%) as a viscous orange-yellow oil. ?HNMR indicated a 1:1 E:Z mixture. MS(ESI)m/z: 325.0 (M+H)t ?H NMR (500 MHz, CDC13) oe 11.54 (br. s., 1H), 10.77 (br. s., 1H), 7.50 – 7.45 (m, 1H), 7.44 – 7.38 (m, 1H), 7.24 – 7.12 (m, 4H), 4.39 (q, J 7.2 Hz, 2H), 4.34 (q, J 7.2 Hz,2H), 2.15 (d,J 1.4 Hz, 3H), 2.12 (d,J 1.4 Hz, 3H), 1.39 (t,J 7.2 Hz, 3H), 1.36 (t,J7.0 Hz, 3H).

The synthetic route of 2106-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; PABBISETTY, Kumar Balashanmuga; CORTE, James R.; DILGER, Andrew K.; EWING, William R.; ZHU, Yeheng; (178 pag.)WO2017/19819; (2017); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6940-78-9, name is 1-Bromo-4-chlorobutane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-4-chlorobutane

To a solution of 7-Hydroxy-3,4-dihydrocarbostyril (100 g) and 1-Bromo-4-chlorobutane (245 g) in N,N-Dimethylformamide (500 ml) potassium carbonate (100 g) was added and stirred for 10-15 hours at ambient temperature. After completion of the reaction water (1500 ml) and Toluene (500 ml) was added and stirred. The organic layer was separated and evaporated to dryness to give residue. Cyclohexane (1000 ml) was added to the residue and stirred and filtered to give 7-(4-Chlorobutoxy)-3,4-dihydrocarbostyril (Yield 90% and HPLC purity 97%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; PHARMATHEN S.A.; KOFTIS, Theocharis, V.; SONI, Rohit, Ravikant; ACHARYA, Hitarth, Harshendu; PATEL, Kandarpkumar, Hasmukhbhai; AHIRRAO, Manoh, Devidas; WO2013/20672; (2013); A1;,
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