Tag: M.W=100-200

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. 67832-11-5, name is 4-Bromo-2-methylbenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., category: nitriles-buliding-blocks

Preparation 15: 2-methyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzamide; Step 1 : 4-bromo-2-methylbenzamide; To a solution of 4-Bromo-2-methylbenzonitrile (3.00 g, 15.3 mmol) in ethanol (9 mL) was added 10% aqueous potassium hydroxide (8.60 mL, 15.3 mmol). The reaction was heated to 8O0C for 16 h. The reaction was cooled to 40C and the precipitated solid was filtered and washed with water to give the title compound as a white solid (2.45 g, 75%). 1H NMR (500 MHz, DMSO-d6) delta ppm 7.71 (bs, 1 H), 7.40 (m, 3H), 7.26 (d, 1 H), 2.31 (s, 3H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 67832-11-5.

Reference:
Patent; PFIZER INC.; ARHANCET, Graciela Barbieri; CASIMIRO-GARCIA, Agustin; CHEN, Xiangyang; HEPWORTH, David; MEYERS, Marvin Jay; PIOTROWSKI, David Walter; RAHEJA, Raj Kumar; WO2010/116282; (2010); A1;,
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Synthetic Route of 623-03-0, 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. 623-03-0, name is 4-Chlorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Zn(OAc)2·2H2O (5.0 mol%) was transferred to a 100 mL autoclavereactor equipped with an overhead stirrer and an automatic temperature-control system. The appropriate benzene-1,2-diamine 1 (2 mmol), DMF (10.0 mmol), and PMHS (5.0 mmol)were successively introduced. The reactor was sealed, flushedthree times with N2 (10 atm), and heated to the required temperature with vigorous stirring (600 rpm). During the course ofthe reaction, an increase of pressure was observed, due to thegeneration of Me2NH and HCHO at 120 C.15 (For this reason, the protocol needs to be performed in a sealed high-pressurereactor.) When the reaction was complete, the autoclave wascooled to r.t., and the pressure generated during the reactionwas carefully released. Basic hydrolysis was then carried out atr.t. for 30 min to remove unreacted PMHS from the mixture.13aThe mixture was then extracted with EtOAc (3 × 20 mL). Thecombined organic layers were dried (Na2SO4), filtered, and concentrated in vacuo. The crude products were further purified bycolumn chromatography [silica gel (100-200 mesh), PE-EtOAc(20:4 to 10:2)]. The spectroscopic data for the products wereconsistent with those reported in the literature.

The chemical industry reduces the impact on the environment during synthesis 4-Chlorobenzonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nale, Deepak B.; Bhanage, Bhalchandra M.; Synlett; vol. 26; 20; (2015); p. 2835 – 2842;,
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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. 17417-09-3, name is 2-Fluoro-5-nitrobenzonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 2-Fluoro-5-nitrobenzonitrile

EXAMPLE 7; 1-(4-{4-[Bis-4-fluoro-phenyl)-methyl]-piperazin-1-yl}-3-cyano-phenyl)-3-(3,5-dimethyl-isoxazol-4-yl)-urea; Step a: 2-{4-[Bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-5-nitro-benzonitrile; A mixture of 1-[bis(4-fluorophenyl)methyl]piperazine (5.0 g, 17.3 mmol), 2-fluoro-5-nitro-benzonitrile (2.88 g, 1.0 eq) and potassium carbonate (2.64 g, 1.1 eq) in DMF (50 mL) was stirred at 50 C. for 2 hours. The mixture was poured into water and the precipitate was filtered off and washed with water before to be solubilised in DCM. The organic phase was dried over sodium sulfate and concentrated in vacuo to afford a reddish gum. This gum was sonicated in DCM/Hexanes (2/8) and then the precipitate was filtered off and washed with Hexanes. After high-vacuum drying, 2-{4-[bis-(4-fluoro-phenyl)-methyl]-piperazin-1-yl}-5-nitro-benzonitrile (5.8 g, 77% yield) was obtained as an ocre solid which will be used without further purification.LC/MS: r.t. 5.33 min, 435.3 [M+H]

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; Nozulak, Joachim; Orain, David; Cotesta, Simona; US2009/99199; (2009); A1;,
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Related Products of 4354-73-8, The chemical industry reduces the impact on the environment during synthesis 4354-73-8, name is 2-Cyclohexylidenemalononitrile, I believe this compound will play a more active role in future production and life.

General procedure: Catalyst 1 (5 mol%) was added to a mixture of ,-unsaturatedmalonate (5 mmol) and diethyl phosphite (10 mmol). The mixturewas stirred at 70 C for the appropriate time (Table 2). The catalystwas separated by a magnetic bar from the cooled mixture,washed with EtOH, dried 30 min at 110 C and reused for a consecutiverun under the same reaction conditions. Evaporation of thesolvent of the remaining solution under reduced pressure gave thecrude products. The pure products (2-18, Table 2) were isolated bychromatography on silica gel eluted with n-hexane:EtOAc (1:2).

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, 2-Cyclohexylidenemalononitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sobhani, Sara; Bazrafshan, Mahboobeh; Delluei, Amin Arabshahi; Parizi, Zahra Pakdin; Applied Catalysis A: General; vol. 454; (2013); p. 145 – 151;,
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Some common heterocyclic compound, 114344-60-4, name is 2-Amino-3-bromobenzonitrile, molecular formula is C7H5BrN2, 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. name: 2-Amino-3-bromobenzonitrile

3-Bromo-2-[1-(4-methoxybenzyl)-5-oxo-2,5-dihydro-1H-pyrrol-3-ylamino]-benzonitrileThe 4-methoxy-1-(4-methoxybenzyl)-1,5-dihydro-pyrrol-2-one (11.19 g, 48.0 mmol), 2-amino-3-bromobenzonitrile (11.83 g, 60.1 mmol), and p-toluene sulfonic acid (8.22 g, 43.2 mmol) were mixed together, ground to fine powder and transferred to a round-bottomed flask. The flask was placed in a preheated 130 C. oil bath and the reaction stirred for 40 minutes. The reaction mixture was removed from the bath, cooled, and dissolved in methylene chloride. The solution was washed with sodium bicarbonate (saturated aqueous solution) and the organic layer dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford a brown solid (19.5 g). The crude material was purified by flash chromatography on silica gel eluting with a gradient of 20 to 40% ethyl acetate in methylene chloride to afford the desired compound (6.58 g, 34%). 1H NMR (300.132 MHz, DMSO) delta 9.10 (s, 1H), 8.07 (dd, J=8.1, 1.3 Hz, 1H), 7.92 (dd, J=7.7, 1.2 Hz, 1H), 7.40 (t, J=8.0 Hz, 1H), 7.15 (dt, J=8.6, 2.3 Hz, 2H), 6.91 (dt, J=8.9, 2.3 Hz, 2H), 4.44-4.37 (m, 3H), 3.88 (s, 2H), 3.74 (s, 3H). MS APCI, m/z=398/400 (M+H). HPLC 1.94 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 114344-60-4, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); 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. 6136-93-2, name is 2,2-Diethoxyacetonitrile, A new synthetic method of this compound is introduced below., Computed Properties of C6H11NO2

EXAMPLE II PREPARATION OF 2-ETHYLIDENE-6-METHYL-CIS-3-HEPTENAL A solution of 5.40 g of isobutylacetylene in 50 ml of diethyl ether is treated with 30 ml of 2.2 N n-butyl-lithium in hexane at -20 C, and after several minutes the resulting solution is treated with 8.50 g of diethoxy-acetonitrile and then warmed solwly to room temperature. After about 1.5 hours the dark mixture is cooled and brought to a pH of about 2 with 10% sulfuric acid. The layers are then separated and the organic layer is washed successively with water and saturated aqueous sodium bicarbonate solution and then dried over sodium sulfate. Evaporation of the solvent provides 4.6 g of a dark oil, shown by IR and NMR to contain 1,1-diethoxy-6-methyl-3-heptyn-2-one.

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; International Flavors & Fragrances Inc.; US4107217; (1978); A;,
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185147-07-3, name is 2-Fluoro-3-methylbenzonitrile, belongs to nitriles-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. COA of Formula: C8H6FN

Step 1 K2CO3 (8.18 g, 59.2 mmol) was added to a RT solution of 2-fluoro-3-methylbenzonitrile (4.0 g, 29.6 mmol) and 1H-1,2,3-triazole (1.72 mL, 29.6 mmol) in DMF (80 mL) and the resulting suspension was heated to 120 C. for 4 h. The reaction mixture was cooled to RT and quenched with water before being extracted with EtOAc (3*). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated in vacuo to give the crude product that was purified by flash chromatography (eluting with a gradient of 33% to 50% EtOAc in hexane) to give 3-methyl-2-(2H-1,2,3-triazol-2-yl)benzonitrile as a white solid. LC-MS B: tR=0.62 min; [M+H]+=185.16.

The synthetic route of 185147-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD.; Bolli, Martin; Boss, Christoph; Brotschi, Christine; Heidmann, Bibia; Sifferlen, Thierry; Williams, Jodi T.; US2015/158855; (2015); A1;,
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3939-09-1, name is 2,4-Difluorobenzonitrile, belongs to nitriles-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. Product Details of 3939-09-1

A solution of 2,4-difluorobenzonitrile (7.07 g, 50.8 mmol) and 3-methyl-1H-1,2,4-triazole (4.22 g, 50.8 mmol) in N,N-dimethylformamide (45 ml) was treated with powdered anhydrous potassium carbonate (10 g) and the resulting mixture was stirred at 22 C. for 18 h. The solid was then filtered and the filtrate was concentrated in vacuo. The residue was diluted with ethyl acetate, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated. The mixture containing the 2 and 4-triazolyl-benzonitriles was purified by a combination of chromatography on silica gel (elution gradient of ethyl acetate in hexane) and on reversed phase silica gel to give 1.86 g (18% yield) of Intermediate 5 and 0.526 g (5% yield) of Intermediate 6. Intermediate 5 4-Fluoro-2-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile: White crystals (ethyl acetate/hexanes); mp 117-118 C. 1H NMR (400 MHz, CDCl3) delta: 8.82 (1H, s), 7.84 (1H, dd, J=5.6, 8.6 Hz), 7.62 (1H, dd, J=2.5, 9.1 Hz), 7.24 (1H, m), 2.54 (3H, s). Anal. Calcd for C10H7FN4: C, 59.40; H, 3.49; N, 27.71. found: C, 59.25; H, 3.32; N, 27.81. Intermediate 6 4-fluoro-2-(5-methyl-1H-1,2,4-triazol-1-yl)benzonitrile: White crystals (ethyl acetate-hexane); mp 120-121 C. 1H NMR (400 MHz, CDCl3) delta: 8.06 (1H, s), 7.91 (1H, dd, J=5.5, 8.6 Hz), 7.39 (1H, m), 7.30 (1H, dd, J=2.5, 8.1 Hz), 2.56 (3H, s). Anal. Calcd for C10H7FN4: C, 59.4; H, 3.49; N, 27.71. found: C, 59.35; H, 3.70; N, 27.77.

The synthetic route of 3939-09-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/112190; (2007); A1;,
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Related Products of 21524-39-0, These common heterocyclic compound, 21524-39-0, name is 2,3-Difluorobenzonitrile, 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 A: 2-Azido-5-fluorobenzonitrile (1q): A mixture of NaN3 (1.17 g, 1.8 mmol) and difluorobenzonitrile (0.5 g, 3.6 mmol) in DMA (60 mL) was heated at 100 C. for 30 minutes. The mixture was next diluted with water (300 mL) and ether (300 mL). The organic layer was washed three times with water and brine. The organic layer was dried (MgSO4) and concentrated. The crude product was purified by flash column chromatography using ether:hexane (1:5) as eluent to give the desired product (1q) as white crystals (0.3 g, 53% isolated yield). 1H NMR (400 MHz, CDCl3) delta 7.38-7.31 (m, 2H), 7.27-7.18 (m, 1H).

The synthetic route of 21524-39-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Munson, Mark; Kim, Youngboo; Groneberg, Robert D.; Rizzi, James; Rodriguez, Martha; Kim, Ganghyeok; Vigers, Guy; Rao, Chang; Balachari, Devan; US2004/180896; (2004); 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. 1080-74-6, name is 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, A new synthetic method of this compound is introduced below., Safety of 2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

General procedure: A mixture of an aromatic or heteroaromatic aldehyde(10.00 mmol) and an active methylene compound (10.0mmol) in acetic anhydride (15 mL) was stirred underexclusion of moisture in a water bath at 90C for 8 h.Under consumption of the starting material a deeply colouredsolution was observed and by the time a crystallineprecipitate was formed. After cooling to 0C the precipitatewas filtered off by suction, washed exhaustively withmethanol (100-200 mL) until the filtrate showed thecolour of the desired product in solution and then dried inair at room temperature.The following compounds were so prepared.

The synthetic route of 1080-74-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Heichert, Christoph; Hartmann, Horst; Zeitschrift fur Naturforschung, B: Chemical Sciences; vol. 71; 6; (2016); p. 651 – 658;,
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