Month: May 2021

Electric Literature of 59557-91-4, 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. 59557-91-4, name is 4-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Embodiment 8A 4-Bromo-2-methoxy-5-nitroaniline 2-Methoxy-4-bromoaniline (5.00g, 24.75mmol) was added to concentrated H2SO4 (50mL) at 0 to 5C and then guanidine nitrate (3.02g, 24.75mmol) was added in batches. The mixture was stirred at 0 to 5C for 30 minutes. TLC showed the reaction was complete and the reaction mixture was slowly added dropwise to a solution of NaHCO3 (100g) in water (1L), the temperature was controlled below 15C. The resulting mixture was filtered to deliver the title compound (yellow solid, 5.40g, yield 83.90%). 1H NMR (400MHz, CDCl3): delta, 7.39 (s, 1H), 7.01 (s, 1H), 4.09 (br. s., 2H), 3.96 (s, 3H).

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, 4-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

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. 16618-68-1, name is 3-Bromo-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8BrNO

To a mixture of aq. formaldehyde (37wt%, 4.47mL, 60.0mmol) in THF (15mL) and aq. H2SO4 (3.0molL-1, 4.00mL) in an open flask was added via dropping funnel a suspension of 3-bromo-5-methoxyaniline (3.03g, 15.0mmol) and NaBH4 (1.70g, 45.0mmol) in THF (15mL) over 1hat 15C±5C (inside temperature). After 30min of stirring, pH 8 was adjusted with aq. sat. Na2CO3 and concentrated in vacuo. The residue was diluted with water (80mL) extracted with CH2Cl2 (3×100mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was suspended with CH2Cl2, filtered and the filtrate was concentrated in vacuo to give 3-bromo-5-methoxy-N,N-dimethylaniline (7) as an orange oil (1.81g, 52%): Rf 0.81 (CH2Cl2 100%); numax (neat): 2935m, 2358w, 1604s, 1557s, 1495m, 1431m, 1358w, 1319w, 1276w, 1238m, 1149m, 1060m, 996m, 875w, 812w, 788m, 675w; 1H NMR (500MHz, CDCl3) delta=6.47 (1H, dd, 4J 2.2, 1.7, C2H); 6.42 (1H, dd, 4J 2.0, 1.7, C6H), 6.13 (1H, t, 4J 2.2, C4H), 3.77 (3H, s, OCH3), 2.92 (6H, s, N(CH3)2); 13C NMR (125MHz, CDCl3) delta=161.1 (C5), 152.3 (C3), 123.5 (C1), 108.6 (C2), 104.7 (C6), 97.7 (C4), 55.4 (OCH3), 40.4 (N(CH3)2); ESI-MS: m/z calcd. for C9H13NO+ 230.0175 found 230.0173 [M+H+].

The synthetic route of 16618-68-1 has been constantly updated, and we look forward to future research findings.

Application of 53087-13-1, These common heterocyclic compound, 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, 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.

2) 1-benzyloxy-3-bromobenzene (2) undergoes Gridnard reaction to prepare 3-benzyloxyphenyl magnesium bromide, 3-benzyloxyphenyl magnesium bromide undergoes esterification, hydrolysis reaction to prepare the compound 3-benzyloxybenzeneboronic acid (3)In a 250mL two-necked flask add a clean magnesium ribbon 2.18g (90mmol), three grain-doses of iodine. Under nitrogen protection, add 1-benzyloxy-3-bromobenzene (2) 15.79g (60mmol) in dry tetrahydrofuran 40mL, the reaction was heated at reflux for 5 hours to obtain a Grignard reagent 3-benzyloxyphenyl magnesium bromide. The above-described dry tetrahydrofuran was cooled to room temperature, at minus 20 degrees Celsius was added dropwise trimethyl borate 9.36g (90mmol) in dry tetrahydrofuran solution. After addition, 3 hours reaction at room temperature. Then, 100mL saturated aqueous ammonium chloride was added and then hydrolysis reaction overnight. After reaction was complete, recover tetrahydrofuran under reduced pressure, and then acetic acid was added 100mL extraction with ethyl acetate, the organic phasewas washed with water and saturated sodium chloride solution and finally organic phase was dried over anhydrous sodium sulfate and the solvent evaporatedunder reduced pressure to give a white 3-benzyloxybenzene boronic acid (3)7.53g of crude product, yield 55%.

The synthetic route of 53087-13-1 has been constantly updated, and we look forward to future research findings.

Application of 102-52-3, 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 102-52-3 as follows.

Preparation of 5-(3-methoxy-4-(1H-pyrazol-1-yl)phenyl)oxazole (IIe) To a suspension of intermediate IId (1.834 g, 8.94 mmol) in EtOH (30 ml) were added malonaldehyde bis(dimethyl acetal) (1.63 ml, 9.84 mmol) and conc.HCl (1 ml). The reaction mixture was stirred at 70 C. for 2 hours. The cooled mixture was evaporated to dryness, diluted saturated solution of NaHCO3 and extracted with EtOAc twice. The combined organics were washed with water, with saturated solution of NaCl, dried over MgSO4, filtered and evaporated. The final product was purified by silica gel chromatography using 0 to 30% EtOAc/cyclohexane as eluent to give intermediate IIe (1.380 g, 64%). 1H NMR (500 MHz, CDCl3) delta 8.12 (d, J=2.1 Hz, 1H), 7.94 (s, 1H), 7.85 (d, J=8.3 Hz, 1H), 7.72 (d, J=1.4 Hz, 1H), 7.40 (s, 1H), 7.36 (dd, J=8.3, 1.8 Hz, 1H), 7.32 (d, J=1.7 Hz, 1H), 6.46-6.43 (m, 1H), 3.97 (s, 3H).

According to the analysis of related databases, 102-52-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 4316-51-2, A common heterocyclic compound, 4316-51-2, name is 4-Methoxytriphenylamine, molecular formula is C19H17NO, 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.

Boron tribromide was added to a dichloromethane solution of 4-methoxytriphenylamine (formula (6)) while cooling, and the mixture was stirred at room temperature for 3 hours to obtain diphenylaminophenol (formula (7) in a yield of 90% It was.

The synthetic route of 4316-51-2 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, molecular formula is C7H7F3N2O, 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. COA of Formula: C7H7F3N2O

A mixture of S-bromo-lH-pyrazoloP^-bjpyridine-S-carboxyric acid Compound Ic (0.68 g, 1.93 mmol), Compound 16b (0.373 g, 1.93 mmol), HATU (0.73 g, 1.9 mmol) and DIPEA (1 mL, 5.8 mmol) in DMF (30 mL) was stirred at room temperature overnight. The solvent was removed under vacuum and the resulting yellow residue was mixed with AcOEt, sequentially washed with saturated aqueous NH4Cl, IM HCl, water and saturated aqueous NaHCO3, then dried over Na2SO4. The solvent was evaporated to dryness to provide 5-bromo-lH-pyrazolo[3,4-b]pyridine-3- carboxylic acid (2-amino-4-trifluoromethoxy-phenyl)-amide Compound 16c (0.67 g, 83% yield) as a yellow solid. LC-MS major peak 3.03 min, MS (ESI) m/z 416.0 (M+)/417.0 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 658-89-9, its application will become more common.

Synthetic Route of 7664-66-6, 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. 7664-66-6, name is 4-Isopropoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The compound obtained in Step 3 (60 mg) was dissolved in acetonitrile (1.5 mL), 4-isopropoxy aniline (40 mg) was added and stirred for 30 minutes under microwave irradiation under 180 C. It extracted three times with chloroform. After addition of a saturated aqueous sodium hydrogen carbonate solution to the reaction solution. Then, the organic layer was concentrated and dried over sodium sulfate. The resulting residue to give the title compound purified by silica gel column chromatography (82mg, 100%).

The synthetic route of 4-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.

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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3401-47-6

General procedure: An oven-dried vial (35×12 mm) equipped with a PTFE-sealedxscrew cap was loaded with a magnetic stirrer bar, ((+/-)-binap)Ni[P(OPh)3]2*2PhCH3 (9) (39 mg, 25 mmol, 5mol-%), (+/-)-binap (15 mg, 25 mmol, 5 mol-%), and the corresponding aryl halide (0.50 mmol, 1.0 equiv.). The vial was then transferred into an argon-filled glovebox, where NaOtBu (216 mg, 2.20 mmol, 4.40 equiv.) and NH3 (0.5 M in 1,4-dioxane, 3.0 mL, 1.5 mmol, 3.0 equiv.) were added. The reaction vial was capped, removed from the glovebox, and placed into a preheated oil bath at 120 C to stir for 18 h. On cooling, the reaction mixture was diluted with Et2O (15 mL), and washed with 1 M NaOH (10 mL) and H2O (210 mL). The organic layer was fused onto silica and purified via flash column chromatography (EtOAc/hexanes or EtOAc/MeOH) to give the corresponding aniline. 2-Methoxynaphthalen-1-amine (19l) Following the general procedure using 1-bromo-2-methoxynaphthalene (119 mg, 0.500 mmol), the desired compound 19l was obtained after purification via flash column chromatography(hexanes/EtOAc 90 : 10) as a dark-orange oil (62 mg, 0.36 mmol, 72 %). The spectral data were in accordance with those reported in the literature.[65] Rf 0.22 (hexanes/EtOAc 90 : 10). deltaH (CDCl3, 500 MHz) 7.80-7.77 (2H, m, 2Ar-H), 7.46-7.42 (1H, m, Ar-H), 7.38-7.33 (2H, m, 2Ar-H), 7.26 (1H, d, J 8.8, Ar-H), 4.23 (2H, br s, NH2), 3.98 (3H, s, OMe). deltaC (CDCl3, 125 MHz) 142.6 (Ar-C), 129.6 (Ar-C), 129.5 (Ar-C), 128.5 (Ar-CH), 125.1 (Ar-CH), 124.0 (Ar-C), 123.7 (Ar-CH), 120.4 (Ar-CH), 118.5 (Ar-CH), 113.7 (Ar-CH), 56.8 (OMe).

The synthetic route of 3401-47-6 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 5414-19-7, These common heterocyclic compound, 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, 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 the product of Part E (6.8 g, 15.5 mmol), potassium carbonate (Aldrich, 7.5 g, 54.3 mmol), and 18-crown-6 (Aldrich, 0.5 g, cat. amt) in N,N-dimethylformamide (30 ml) was added dibromo-diethylether (Aldrich,2.9 ml, 23.2 mmol). The mixture was heated at 60 C. for 18 hr, and then worked up by cooling and pouring into water (50 ml). The mixture was extracted via ethylacetate (2?-150 ml). The organics were combined and washed with 5% HClaq (1?-50 ml), water (1?-100 ml), and brine (2?-100 ml); dried over Na2SO4; and concentrated to afford a yellow oil that solidified. The solid was recrystallized from methanol to produce the desired compound in the form of a white solid (4.8 g, 76% yield). 1H NMR was consistent with the desired structure.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Application of 352-67-0, 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. 352-67-0, name is 1-Fluoro-4-(trifluoromethoxy)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A. 1 -Fluoro-2-nitro-4-trifluoromethoxy-benzene and 4-Fluoro-2-nitro-1 – trifluoromethoxy-benzeneTo a mixture of 1-fluoro-4-trifluoromethoxy-benzene (31.57 g, 0.18 mol) in cone. H2SO4 (100 ml_) at 0C is added cone. HNO3 (30 ml_) dropwise over a 10 min period. After the mixture is stirred at 0 C for 1 h, it was poured into ice. The mixture is extracted with EtOAc. The organic extract is washed with H2O (3x) and brine, dried over MgSO4, filtered, and concentrated in vacuo to yield 38 g (96%) of the product as a mixture of 1 -fluoro-2-nitro-4-trifluoromethoxy-benzene and 4-fluoro-2-nitro-1 – trifluoromethoxy-benzene (-30/70, based upon 19F NMR). 1H NMR (CDCI3): delta 8.00- 7.90 and 7.80-7.65 (m, 1 H), 7.60-7.25 (m, 2H); 19 F NMR (CDCI3) delta -57.59 and -58.11 (s, 3F), -109.07 and -117.90 (t, J = 6.2 and d, J = 6.2, 1 F).B. 2-Fluoro-5-trifluoromethoxy-phenylamine and 5-Fluoro-2-trifluoromethoxy- phenvlamine A mixture of 1 -fluoro-2-nitro-4-trifluoromethoxy-benzene and 4-fluoro-2-nitro-1 – trifluoromethoxy-benzene and Raney Ni (2800) in MeOH (250 ml_) is hydrogenated at 40 psi for 5 h (or until no more H2 is consumed). The catalyst is filtered off, and the filtrate is concentrated in vacuo. The residue is redissolved in CH2CI2, dried over MgSO4, filtered, and concentrated in vacuo to yield 27.4 g of the product (dark brown liquid) as a mixture of 2-fluoro-5-trifluoromethoxy-phenylamine and 5-fluoro-2- trifluoromethoxy-phenylamine (-30/70, based upon 19F NMR). 1H NMR (CDCI3): delta 7.15-6.90 (m, 1 H), 6.70-6.30 (m, 2H), 3.60-4.25 (br m, 1 H); 19 F NMR (CDCI3) delta -57.77 and -57.86 (s, 3F), -113.83 and -137.09 (1 H); MS 196 (M+1 , 100%).

The synthetic route of 1-Fluoro-4-(trifluoromethoxy)benzene has been constantly updated, and we look forward to future research findings.