Category: chlorides-buliding-blocks

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 139512-70-2 as follows. Recommanded Product: 139512-70-2

General procedure: A mixture of compounds 1a-l (0.013 mol) and 4-chloro-5-fluoro-ophenylenediamine(2) (0.01 mol) in methanol (10 mL) was irradiatedwith ultrasonic irradiation at 50 C for 7 min (8 min for 3a) Afterreaction completion (monitored by TLC, ethyl acetate/hexane = 3:1), themixture was poured onto water and the precipitated product was filtrated off, washed with water and recrystallised from ethanol/water, 3:1.

According to the analysis of related databases, 139512-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mente?e, Emre; Kahveci, Bahittin; Mente?e, Meltem; Journal of Chemical Research; vol. 42; 6; (2018); p. 329 – 331;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 38762-41-3,Some common heterocyclic compound, 38762-41-3, name is 4-Bromo-2-chloroaniline, molecular formula is C6H5BrClN, 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.

[A] N-(4-Bromo-2-chloro-phenyl)-3-chloro-propionamideTo a solution of 4-bromo-2-chloro-phenylamine (32 g, 0.15 mol) and pyridine (13.45 g, 0.17 mol) in DCM (200 mL) was added 3-chloropropionyl chloride (21.65 g, 0.17 mol) dropwise at 15 C. After stirring at room temperature for 1 fir, the mixture was washed with water and then 2 N aq. hydrochloric acid. The organic layer was dried over anhy. Na2S04, filtered, and concentrated in vacuo to afford the title compound (10.9 g, 90% yield) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-chloroaniline, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; FANTASIA, Serena Maria; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander, V.; MOHR, Peter; SCALONE, Michelangelo; TAN, Xuefei; ZHOU, Mingwei; WO2013/41591; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

General procedure: To a solution of 2,4-dichlorofuro[3,2-d]pyrimidine (la) (0.71 g, 3.74 mmol; CAS 956034- 07-4) in 2-Propanol (20 mL) was added DIPEA (1.63 mL, 9.36 mmol), 1-methyl-1H-imidazol-4-amine hydrochloride (0.5 g, 3.74 mmol) and heated at reflux for 24 h. The reaction mixture was concentrated in vacuum to dryness and the residue obtained was triturated with water. The solid obtained was collected by filtration and dried in vacuum to afford 2-chloro-N-(l-methyl-lH-imidazol-4-yl)furo[3,2-d]pyrimidin-4-amine (lb) (550 mg,59 % yield) as brown solid; NMR (300 MHz, DMSO-^) delta 10.89 (s, 1H, D20exchangeable), 8.35 (d, J = 2.1 Hz, 1H), 7.52 (d, J = 1.6 Hz, 1H), 7.39 (d, J = 1.3 Hz, 1H), 7.03 (d, J = 2.1 Hz, 1H), 3.71 (s, 3H); MS (ES+): 250.3 (M+l), 272.3, 274.3 (M+Na), (ES-): 248.2 (M-l).

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; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 60633-25-2, 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. 60633-25-2, name is 2-Bromo-4-chloro-1-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of the product from preparation 7 (45 mg, 0.075 mmol) in ethanol (0.2 ml_) was added 2-bromo-4-chloro-1-methoxybenzene(11 mg, 0.05 mmol) in 1 ,4-dioxane (0.2 ml_) followed by Pd(PPh3)4 (10 mg) and 2M aq Na2CO3 (0.2 mL, 0.4 mmol). The mixture was stirred at 95C for 2 hours, after which the solvent was removed. The residue was partitioned between water (2ml) and ethyl acetate (twice at 2ml). The combined organic layers were washed with saturated NaCI (2ml), dried (magnesium sulfate) and concentrated. The residue was purified by HPLC to yield the title compound (9.7 mg). MS (ES+) CaIc: 623.11 , Found: 623.9 (M+1 ).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-4-chloro-1-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/56854; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2401-24-3, name is 2-Chloro-5-methoxyaniline, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2401-24-3, Recommanded Product: 2-Chloro-5-methoxyaniline

A solution of potassium cyanate (124 g, 1.52 mol) in water (850 mL) was added over 2 h to a solution of 2-chloro-5-methoxy-aniline (200 g, 1.27 mol) in water (100 mL) and AcOH (800 mL) at 30C. The reaction mixture was stirred for 1 h at 40C, and then cooled to rt. The suspension was filtered using a medium frit and rinsed with water. The resulting solid was dried in a vacuum oven at 60C for 48 h to provide the title compound (240 g, 95%) as a solid. lH NMR (400 MHz, DMSO) delta 8.00 (s, 1H), 7.85 (d, / = 3.0 Hz, 1H), 7.27 (d, / = 8.8 Hz, 1H), 6.54 (dd, / = 8.8, 3.0 Hz, 1H), 6.42 (s, 2H), 3.71 (s, 3H). [M+H] = 201.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; DART NEUROSCIENCE, LLC; SANTORA, Vincent, John; CHEN, Mi; CHUNG, DeMichael; (377 pag.)WO2019/14305; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1303587-99-6, 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 1303587-99-6 as follows.

Synthesis of 2-chloro-8-(3-chlorobenzyl)-7 , 8-dihydro-6H-pyrimido [5, 4-b] [I, 4] oxazine [0455] To a stirred solution of 2-chloro-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (100 mg, 0.58 mmol) in DMF (1 mL) under argon atmosphere was added sodium hydride (27 mg, 1.16 mmol) at 0 C. After stirring for 10 mins, l-(bromomethyl)-3-chlorobenzene (92 mg, 0.70 mmol) was added to the reaction mixture at 0 C and stirred for 1 h. After consumption of the starting materials (monitored by TLC), the reaction was diluted with water (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford 2-chloro-8-(3- chlorobenzyl)-7, 8-dihydro-6H-pyrimido [5, 4-b] [1, 4] oxazine (160 mg, 93%) as an off- white solid. 1H-NMR (CD3OD, 400 MHz): delta 7.61 (s, 1H), 7.39-7.22 (m, 4H), 4.52 (s, 2H), 4.20-4.18 (m, 2H), 3.53-3.50 (m, 2H); LCMS: 295.8 (M+1); (column; X-Select CSH C-18 (50 3.0 mm, 3.5 muiotaeta); RT 3.79 min 0.05% Aq TFA: ACN; 0.80 mL/min); TLC: 60% EtOAc/hexane (R 0.5).

According to the analysis of related databases, 1303587-99-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 344-19-4, 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. 344-19-4, name is 2,6-Dichloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Cu-powder (5.3 g) was added with stirring to 2,6-dichloro-4-fluoro-aniline (100 g, 0.56 mol) dissolved in diethyldisulfide (400 mL) and the mixture was heated at 80 C. Tert-butyl nitrite (86g, 1 .5 equiv.) was added slowly over a period of 1 hour (exothermic reaction) and stirring was continued for an additional hour at 80 C.Work-up: Excess diethyl disulfide was evaporated in vacuo and the residual crude was treated with diluted aqueous hydrochloric acid. The aqueous phase was extracted with toluene. Thr organic phase was washed sequentially with hydrochloric acid and water, dried over mag35 nesium sulfate. Evaporation of the solvent gave 1 ,3-dichloro-2-ethylsulfanyl-5-fluoro-benzene asa brownish oil (111 g, 0.50 mol, 89%) which was used without further purification in the next step.1H NMR (CDCI3, 400 MHz): D = 7.2 (d, 2 H), 2.9 (q, 2 H), 1.2 (t, 3H).

The synthetic route of 2,6-Dichloro-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; KRAUS, Helmut; CALO, Frederick; WITSCHEL, Matthias; SEITZ, Thomas; NEWTON, Trevor William; MASSA, Dario; MIETZNER, Thomas; PASTERNAK, Maciej; KREUZ, Klaus; EVANS, Richard Roger; LERCHL, Jens; WO2014/184016; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 367-22-6, name is 4-Chloro-3-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H5ClFN

A solution of methyl 4-nitro-3-(1-piperidinylmethyl)benzoate (16.05 g, 57.7 mmol) in Tetrahydrofuran (THF) (100 mL) and methanol (100 mL) was treated with LiCH (250 mL, 250 mmol) and stirred at ambient temperature for 4 hours. The mixture was concentrated togive crude 4-nitro- 3-(1-piperidinylmethyl)benzoic acid (20.51 g). The acid intermediate was suspended in SOd2 (50 mL, 685 mmol), refluxed for 1 .5 hours, and concentrated to give 4- nitro-3-(1-piperidinylmethyl)benzoyl chloride (LCMS in meoh, ES+279, methyl ester). The acyl chloride was suspended in dichloromethane (DCM) (100 mL), treated with 4-chloro-3- fluoroaniline (7.97 g, 54.8 mmol), Et3N (12.06 mL, 87 mmol), and stirred at ambienttemperature overnight. Additional Et3N (4 mL), DCM (11 mL), and aniline (418 mg) was added, and the reaction was stirred overnight. The suspension was quenched with sat. NaHCO3, extracted with DCM 2x, washed with sat. NaHCO3 lx, Brine, dried with Na2SO4, filtered, and concentrated. Purification by silica gel column chromatography (0-50% EtOAc/Hexane) gave N-(4-chloro-3-fluorophenyl)-4-nitro-3-(1-piperidinylmethyl)benzamide (13.86 g, 35.4 mmol, 61.3 % yield) as yellow solid. LC/MS (m/z) ES+ = 279.3 (M+1)+

The synthetic route of 367-22-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; JEFFREY, Jerry; TANG, Jun; TAI, Vincent Wing-Fai; TEMELKOFF, David; VELTHUISEN, Emile Johann; WEATHERHEAD, Jason Gordon; (101 pag.)WO2018/2902; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 94-97-3, 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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 5-(2-nitrophenyl)-1H-benzo[d][1,2,3]triazole 6.8 g (yield: 68%) of 5-(2-nitrophenyl)-1H-benzo[d][1,2,3]triazole was obtained by performing the same procedure as in of Preparation Example 1, except that 6.5 g of 5-chloro-1H-benzo[d][1,2,3]triazole was used instead of 5-bromo-1H-benzo[d]imidazole used in of Preparation Example 1.

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-1H-benzo[d][1,2,3]triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOOSAN CORPORATION; Bae, Hyung Chan; Beak, Young Mi; Kim, Tae Hyung; Park, Ho Cheol; Lee, Chang Jun; Shin, Jin Young; US2015/171344; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 821-10-3,Some common heterocyclic compound, 821-10-3, name is 1,4-Dichlorobut-2-yne, molecular formula is C4H4Cl2, 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.

General procedure: To a solution of diyne (50 mg) in dry solvent (5mL) in microwave reaction vessel propargyl halide 7b/c/e/f (2 equiv.) and Mo(CO)6 (5 mol%) were added andthe reaction mixture was irradiated in a CEM Discover microwave synthesizer for10 min. under standard conditions. Afterthe completion of reaction (TLC monitoring), the solvent was concentrated atreduced pressure and the crude product was purified by silica gel columnchromatography

The synthetic route of 821-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kotha, Sambasivarao; Sreevani, Gaddamedi; Tetrahedron Letters; vol. 56; 43; (2015); p. 5903 – 5908;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics