Tag: M.W=200-300

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. 16799-05-6, name is 3-Chlorophenethyl Bromide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 3-Chlorophenethyl Bromide

The starting material can be manufactured, for example, as follows: 50 ml of ethanol, 50 g of potassium hydroxide and 8.8 ml of water are added to 39.8 g of 1-ethoxycarbonyl-4-[2-(3-chlorophenyl)-ethyl]-piperazine, obtainable by reacting 17.7 g of 1-ethoxycarbonylpiperazine and 24.6 g of 2-(3-chlorophenyl)-ethyl bromide while heating at 120-125 under nitrogen, and the whole is heated under reflux for 3 hours. The whole is then allowed to cool, is diluted with 300 ml of water and 300 ml of toluene and shaken thoroughly, and then the organic phase is separated off, washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated to dryness by evaporation under reduced pressure. 1-[2-(3-chlorophenyl)-ethyl]piperazine is obtained and can be purified via the hydrochloride (m.p. 260) from which it can then be freed again by treatment with sodium hydroxide solution, separation with diethyl ether and evaporation of the latter.

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 16799-05-6.

Reference:
Patent; Ciba-Geigy Corporation; US4804661; (1989); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 53531-69-4, 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 53531-69-4 as follows.

To a stirred mixture of potassium carbonate (74.8 g, 0.542 mol) in DCM (7OmL) andH20 (220 mL) at -10C was added pyrrolidine (21.2 g, 0.298 mol) in portions, and theresulting mixture was stirred for 20 mm. Then (4-bromophenyl)methanesulfonyl chloride (73.0 g,0.27 1 mol) in DCM (400 mL)was added drop-wise. The resultant mixture was stirred for lh at RT. The organic phase was separated, washed with H20, brine, dried over Na2SO4, and concentrated. The residue was recrystallized from 5% EtOAc/petroleum ether to give compound1-74. ?H NMR (300 MHz, CDC13) oe: 7.52 (d, 2H), 7.25 (d, 2H), 4.20 (s,2H), 3.20-3.30 (m, 4H),1.80-1.92 (m, 4H); LRMS found: 328 [M+23].

According to the analysis of related databases, 53531-69-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHILDERS, Matthew L.; DINSMORE, Christopher; FULLER, Peter H.; GUERIN, David J.; KATZ, Jason David; PU, Qinglin; SCOTT, Mark E.; THOMPSON, Christopher F.; ZHANG, Hongjun; CAI, Jiaqiang; DU, Xiaoxing; WANG, Chonggang; KONG, Norman; LIU, Yumei; WO2014/146246; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, molecular formula is C6H3BrClN3, 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: C6H3BrClN3

EXAMPLE 41 1 -(4- { 3 – IY 1 S)- 1 -( 6-Chloroimidazo Gamma 1 ,2-blpyridazin-8-ylamino ethyl1 -7-fluoro-8-methyl- quinolin-2-yl)piperazin-l-yl)ethanoneIntermediate 21 (800 mg, 2.42 mmol) and 8-bromo-6-chloroimidazo[l,2- >]- pyridazine (670 mg, 2.8 mmol) in NMP (8 mL) were treated with DIPEA (1.4 g, 11 mmol) and heated at 120C under microwave irradiation for 1 h. The reaction mixture was partitioned between water (25 mL) and EtOAc (150 mL). The organic layer was washed with water (25 mL) and brine (25 mL), then dried (phase separation cartridge) and concentrated in vacuo. Purification by column chromatography (Si02, 20% EtOAc in isohexane) gave the title compound (400 mg, 38%) as a white solid, delta? (CDC13) 8.13 (IH, s), 7.69 (IH, s), 7.52 (IH, dd, J8.92, 6.04 Hz), 7.46 (IH, s), 7.17 (IH, t, J9.01 Hz), 6.48 (IH, d, J6.64 Hz), 6.28 (IH, s), 5.08-5.00 (IH, m), 4.10-4.02 (IH, m), 3.95-3.70 (3H, m), 3.46-3.18 (4H, m), 2.61 (3H, d, J2.34 Hz), 2.21 (3H, s), 1.83 (3H, d, J6.80 Hz). LCMS (ES+) 482/484 (M+H)+, RT 4.22 minutes {Method 2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 933190-51-3, its application will become more common.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SHARPE, Andrew; WO2011/58109; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 210532-25-5, 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. 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 7 (R)-N-(1-Benzyl-6-bromo-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)-3,5-difluorobenzenesulfonamide To a solution of 6C (0.068 mmol) in CH2Cl2(11 mL) under argon was added triethylamine (36 mg, 0.36 mmol), followed by 3,5-difluorobenzenesulfonyl chloride (24 mg, 0.113 mmol). After stirring at RT for 4 h, the reaction mixture was loaded directly onto silica gel and chromatographed by elution with 100% CH2Cl2. The title compound (32 mg) was obtained as a white solid. Stereochemical assignment was proven by x-ray crystal structure. HPLC/MS retention time=4.0 min (Phenomenex Luna 5 micron C18 4.6 mm*50 mm column eluted with a 0% to 100% B solvent gradient over 4 min; solvent A=90% H2O, 10% MeOH, 10 mM NH4OAc and solvent B=10% H2O, 90% MeOH, 10 mM NH4OAc; flow rate=4.0 mL/min; UV detection at 220 nm); m/z=507 and 509 [M+H]+, 505 and 507 [M-H]-.

The synthetic route of 3,5-Difluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sher, Philip M.; Sun, Chongqing; Sulsky, Richard B.; Wu, Gang; Ewing, William R.; US2005/9870; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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 210532-25-5, SDS of cas: 210532-25-5

To a stirred solution of (2S)-3-(4-{2-[(lalpha,5alpha,6alpha)-(3-azabicyclo[3.L0]hex-6-yl)-tert- butoxy-carbonylamino]ethoxy}phenyl)-2-(4-tert-butylplienoxy)propionic acid ethyl ester (Intermediate 12; 0.6 g, 1.06 mmol) in dry dichloromethane (20 ml) was added a solution of 3,5-difluorobenzenesulfonyl chloride (0.225 g, 0.14 ml, 1.06 mmol) in dichloromethane (5 ml), and triethylamine (0.32 g, 0.45 ml, 3.18 mmol) at 0 0C. The reaction mixture was allowed to come at room temperature and stirred for 1.5 h. Reaction mixture was washed with water (2×20 ml), dried over anhydrous Na2SO4, filtered and concentrated under reduced . pressure to get a crude product, which was purified by column chromatography over silica gel (100-200 mesh) using 1.0-M.5% methanol-dichloromethane as an eluent to yield the title compound (0.609 g, 77%). MS: mlz 743 (M+l)1HNMR (CDCl3, 400MHz): delta 1.20-1.25 (m, 12H)5 1.44 (s, 9H), 1.84 (s, 2H), 3.15 (s, IH), 3.15-3.17 (m, 4H), 3.53-3.62 (m, 4H), 4.01 (t, J= 4.8 Hz, 2H), 4.16-4.22 (m, 2H), 4.67-4,70 (m, IH), 6.77 (d, J= 8.8 Hz, 4H), 6.99-7.03 (m, IH), 7.20-7.26 (m, 4H), 7.31-7.33. (m, 2H).

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, 3,5-Difluorobenzene-1-sulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LUPIN LIMITED; WO2008/10238; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 33863-76-2,Some common heterocyclic compound, 33863-76-2, name is 1-Bromo-3-chloro-5-fluorobenzene, molecular formula is C6H3BrClF, 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.

Preparation 1 [ 1-BROMO-3-CHLORO-5-METHOXYBENZENE] Sodium methoxide (4.5M solution in methanol, 2.20 [ML,] 10.0 [MMOL)] was added dropwise to a stirred solution of 1-fluoro-3-chloro-5-bromobenzene (1.00 g, 4.77 [MMOL)] in methanol (28 ml) at room temperature under a nitrogen atmosphere. The mixture was heated under reflux for 3 days and then cooled to room temperature. The mixture was evaporated under reduced pressure and the resulting yellow oil was dissolved in [DICHLOROMETHANE] (30 [ML).] The [DICHLOROMETHANE SOLUTION] was washed with water [(2X20] [ML)] dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel eluting with cyclohexane to provide the title compound as a colourless oil (302 mg).[1 H-NMR (400MHZ, CDC13)] : 8 3.77 (s, 3H), 6.82 (s, [1H),] 6.94 (s, [1H),] 7.09 (s, 1H). Microanalysis : Found: C, 37.94 ; H, 2.75. [C7H6BRCIO] requires; C, 37.96 ; H, 2.73%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-chloro-5-fluorobenzene, its application will become more common.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/31178; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 202197-26-0, name is 3-Chloro-4-((3-fluorobenzyl)oxy)aniline, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Chloro-4-((3-fluorobenzyl)oxy)aniline

1.20 g (5.7 mmol) of 4-chloro-6-nitro-quinazoline (prepared by referring to WO 2007/082434) and 1.37 g (5.6 mmol) of 4-(3-fluoro-benzyloxy)-3-chloro-aniline (prepared by referring to WO 2007/082434) were dissolved in 80 mL of isopropanol and refluxed for 3 hours. A large amount of yellow solid was precipitated from the system, and was filtered. The filter cake was washed with a saturated sodium bicarbonate solution till pH=8 and dried under vacuum to obtain 1.62 g (3.75 mmol) of yellow solid, which was identified as the compound 4-[3-chloro-4-(3-fluoro-benzyloxy)phenylamino]-6-nitro-quinazoline with a yield of 67%.1H-NMR (400 MHz, CDCl3): delta11.30 (1H, br), 9.54-9.48 (1H, m), 8.45-8.41 (1H, m), 8.31-8.25 (1H, m), 7.98-7.89 (1H, m), 7.50-7.47 (1H, m), 7.35-7.26 (1H, m), 7.05-6.96 (1H, m), 6.90-6.80 (2H, m), 7.74-7.60 (2H, m), 4.84 (2H, s).

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 202197-26-0.

Reference:
Patent; Guo, Jianhui; Jiang, Yong; US2012/4249; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

1127-85-1, name is 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline, 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. SDS of cas: 1127-85-1

9a) 2-(4-(2-Chloro-5,6,7,8-tetrahydrocuinazolin-4-yloxy)phenyl)acetic acid methyl ester 2,4-Dichloro-5,6,7,8-tetrahydroquinazoline (300 mg, 1.477 mmol), 2-(4-hydroxyphenyl)acetic acid methyl ester (245 mg, 1.477 mmol) and potassium carbonate (408 mg, 2.95 mmol) in DMF (4 ml) were stirred for I h at 80C. After adding water the precipitated solid was filtered off, washed with water and dried under vacuum. White solid. Yield: 441 mg (90% of theory)LC-MS (method 1): R 2.43 mm, m/z [M+H] 333 (ES)

The synthetic route of 1127-85-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; KONETZKI, Ingo; JAKOB, Florian; CRAAN, Tobias; HESSLINGER, Christian; RATCLIFFE, Paul; SHIERS, Jason J.; WO2014/117948; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1996-30-1, These common heterocyclic compound, 1996-30-1, name is 3-Bromo-4-fluorochlorobenzene, 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.

General procedure: E0 (1.00 equivalent), bromo-chloro-fluorobenzene (1.00 equivalent) tris(dibenzylideneacetone)dipalladium(0) Pd2(dba)3 (0.04 equivalents, CAS: 51364-51-3), XPhos (0.08 equivalents, CAS 564483-18-7) and potassium phosphate (K3PO4, 3.0 equivalents) are stirred under nitrogen atmosphere in toluene/H2O (10:1) at 100 C for 16 h. After cooling down to room temperature (RT) and the reaction mixture is extracted with ethyl acetate/brine. Organic phase is collected, washed with brine and dried over MgSO4. The organic solvent is removed, the crude is recrystallized from toluene.

The synthetic route of 1996-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CYNORA GMBH; SZAFRANOWSKA, Barbara; ZINK, Daniel; (205 pag.)WO2019/101746; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 115843-99-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 115843-99-7 name is 4-Bromo-3-chloro-2-fluoroaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Anhydrous DMF (60 ml.) is added to a flask charged with bromide 9a (5.00 g, 22.2 mmol), jb/s-(pinacolato)diboron (8.48 g, 33.4 mmol) and potassium acetate (6.35 g, 66.8 mmol) and the resulting suspension is deoxygenated by bubbling a stream of N2 gas through the mixture for about 45 min. 1 , 1 ‘-bis(diphenylphosphino)ferrocene (2.73 g, 3.34 mmol) is then added and the mixture is deoxygenated for approximately a further 5 min and is then heated to 950C. After about 16 h, the dark reaction mixture is cooled, extracted with EtOAc (500 mL and 300 mL) and washed with 1 :1 water/brine (600 ml.) and brine (600 mL). The combined extracts are dried over anhydrous MgSO4, filtered and evaporated to a black syrup which is purified by flash column chromatography (EtOAc / hexanes) to afford the boronate 9b as white solid contaminated with <25 % of the diboron reagent (4.24 g, 62% yield). At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-3-chloro-2-fluoroaniline, and friends who are interested can also refer to it. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/62308; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics