Category: chlorides-buliding-blocks

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. 2162-98-3, name is 1,10-Dichlorodecane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,10-Dichlorodecane

Reaction product of N,N-dimethylaminoethanol and 1 ,10-dichlorodecane (AE- DCD) [0089] N,N-dimethylaminoethanol (4.216 g, 0.047 mol) was added to a single neck round bottom flask. The flask was then fitted with a drying tube and stirred using a magnetic stirrer. 1,10-dichlorodecane (5 mL, 0.024 mol) was added slowly through a syringe to control the exothermic mixing. After completing the addition the reaction mixture was stirred under ambient conditions for 30 minutes. It was then immersed in a preheated oil bath maintained at 80 C. The contents of the flask solidified after heating for 4 h. The solid was washed with diethyl ether and dried in a vacuum oven. Yield: 6 g. 1H-NMR analysis indicated that the -CH3 group attached to the N atom shifted to 3.3 ppm after quaternization.

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 2162-98-3.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; ANBANANDAM, Parthiban; (53 pag.)WO2016/148649; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 179897-90-6, 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. 179897-90-6, name is 1,3-Dibromo-2-chloro-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step 1. Preparation of 3-bromo-2-chloro-5-fluoroaniline To a sealable glass tube was charged 1,3-dibromo-2-chloro-5-fluorobenzene (12.52 g, 43.4 mmol), benzophenone imine (8.26 g, 45.6 mmol), sodium tert-butoxide (6.26 g, 65.1 mmol), and toluene (100 mL). The resulting mixture was thoroughly sparged with Argon, followed by the addition of Pd2(dba)3 (0.398 g, 0.434 mmol) and (S)-BINAP (0.81 g, 1.3 mmol), and follow by another Argon sparge. The reaction tube was sealed and heated to 85 C. in an oil bath and maintained overnight. The reaction was allowed to cool to room temperature and quenched with water (20 mL). The resulting layers were partitioned and separated. The organic phase was concentrated and assayed to be a mixture of mono- and bis-aminated products (~4:1 by HPLC area at 220 nm). The residue was dissolved in THF (70 mL), treated with aqueous 3.0 M HCl (20 mL) at room temperature for 1 hour and basified with saturated aqueous Na2CO3 solution (40 mL). The reaction mixture was allowed to partition and the layers were separated. The organic portion was separated, washed with brine, concentrated and the resulting residue was purified by flash chromatography (SiO2, 0-15% EtOAc in heptane) and 3-bromo-2-chloro-5-fluoroaniline was obtained as a light yellow solid (6.82 g, 30.4 mmol): LCMS(m/z): not ionized (MH+), tR=0.95 minute; 1H NMR (CDCl3, 300 MHz) delta 4.32 (br s, 2H), 6.44 (dd, J=9.8, 2.8 Hz, 1H), 6.77 (dd, J=7.9, 2.6 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 1,3-Dibromo-2-chloro-5-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Costales, Abran Q.; Huang, Shenlin; Jin, Jeff (Xianming); Liu, Zuosheng; Pecchi, Sabina; Poon, Daniel; Tellew, John; US2011/52578; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 54730-35-7, These common heterocyclic compound, 54730-35-7, name is 3,5-Dichloro-4-methylaniline, 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.

Preparation 2; 5-bromo- 1 ,3-dichloro-2-methylbenzene; Suspend the 3,5-dichloro-4-methylaniline in 48% HBr (5 mL) and water (5 mL) and heat with a heat gun until the mixture is near the boiling point. Cool the slurry to room temperature and then cool to 00C with an ice/brine bath. Add a solution of sodium nitrite (109 mg, 1.58 mmol) in water (2 mL) dropwise. After the addition is complete, stir the reaction an additional 15 min in the cold bath. Add a solution of CuBr (1.08 g, 7.53 mmol) in 48% HBr (2 mL) and heat the rapidly stirring reaction to 500C for 1 hour. Cool the reaction to room temperature, dilute the reaction with ethyl acetate and discard the aqueous layer. Wash the organic layer with water and brine, dry with MgSO4, filter through celite and concentrate to an orange residue. Purify the residue by silica gel chromatography eluting with hexanes to afford 164 mg (45%) of the product as a yellow solid.

Statistics shows that 3,5-Dichloro-4-methylaniline is playing an increasingly important role. we look forward to future research findings about 54730-35-7.

Reference:
Patent; ELI LILLY AND COMPANY; WO2007/127763; (2007); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 179897-90-6, A common heterocyclic compound, 179897-90-6, name is 1,3-Dibromo-2-chloro-5-fluorobenzene, molecular formula is C6H2Br2ClF, 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.

DMF (dimethylformaldehyde)To a solution of 1,3-dibromo-2-chloro-5-fluorobenzene (23.0 g, 79.8 mmol)And di-tert-butylphenylamine (24.3 g, 144 mmol)And cesium carbonate (84.4 g, 239 mmol) were charged, and the mixture was heated to 140 C and reacted for 40 hours.After cooling to room temperature, the mixture was extracted with EA, dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure.This was subjected to column chromatography with EA: Hx to obtain 12.0 g (Yield = 34%) of [Intermediate 12-1].

The synthetic route of 179897-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG Chem, Ltd.; Gu Gi-dong; Yoon Jeong-min; Kim Gong-gyeom; Huh Nan-seul-a; Lee Gi-gon; Keum Su-jeong; (52 pag.)KR2018/112721; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

29682-44-8, name is 1-Bromo-2,4,5-trichlorobenzene, 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. COA of Formula: C6H2BrCl3

To a sealed tube were added l -bromo-2,4,5-trichlorobenzene (3.0 g, 12 mmol), 1,2-dimethoxyethane: water ( 10 : 1 , 30 mL), (f)-2-(4-methoxystyryl)-4,4,5,5- tetramethyl- l,3,2-dioxaborolane (C6 4) (3.7 g, 14 mmol ), and potassium carbonate (3.2 g, 24 mmol) . The reaction mixture was degassed for 10 minutes with argon, followed by addition of tetrakis(triphenylphosphine)palladium(0) (0.55 g, 0.48 mmol) . The reaction mixture was degassed for 10 minutes then heated at 90 C for 16 hours. The reaction mixture was poured in to water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated . Purification by flash column chromatography provided the title compound as an off-white solid (3.0 g, 80%) : NM R (400 MHz, CDC ) delta 7.73 (s, 1H), 7.50 – 7.45 (m, 3H), 7.20 (d, J = 16.0 Hz, 1 H), 7.02 (d, J = 16 Hz, 1H), 6.92 (d, J = 8.0 Hz, 2H), 3.84 (m, 3H) ; ESIMS m/z 313 ( [Mu + EtaGamma).

The synthetic route of 29682-44-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; HEEMSTRA, Ronald J.; ROSS, Ronald; DEKORVER, Kyle A.; GRAY, Kaitlyn; KNUEPPEL, Daniel I.; VEDNOR, Peter; MARTIN, Timothy P.; ECKELBARGER, Joseph D.; DAEUBLE, John F.; HUNTER, Ricky; DEMETER, David A.; TRULLINGER, Tony K.; BAUM, Erich W.; BENKO, Zoltan L.; CHOY, Nakyen; CROUSE, Gary D.; LI, Fangzheng; NISSEN, Jeffrey; OLSON, Monica B.; RIENER, Michelle; SPARKS, Thomas C.; WESSELS, Frank J.; YAP, Maurice C.; (981 pag.)WO2016/168059; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 60811-17-8, name is 5-Bromo-2-chloroaniline, 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 60811-17-8, Safety of 5-Bromo-2-chloroaniline

5-Bromo-2-chloro-phenylamine (0.48 g) is dissolved in pyridine (6 mL) and the solution is cooled to O0C. Benzenesulfonyl chloride (0.41 g) in DCM (2 mL) is added dropwise. The solution is stirred at O0C for 30 minutes and at room temperature for 2 hours. Pyridine is removed under reduced pressure and the residue is dissolved in EtOAc. The organic layer is washed with 10% aqueous HCl, saturated NaHCO3, and brine. The organic layer is dried (MgSO4), filtered and evaporated and the crude material is recrystallized from EtO Ac/heptane to afford N-(‘5-bromo-2-chloro-phenyl’)- benzenesulfonamide (O.62 g) as a solid. LCMS: Rtau = 3.06 minutes, MS: 346 (M+H).

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, 5-Bromo-2-chloroaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2006/81343; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

2770-01-6, name is 4-Chloro-1H-imidazo[4,5-c]pyridine, 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. category: chlorides-buliding-blocks

A mixture of 200 mg (1.3 mmol) of 4-chloro-lH-imidazo[4,5-c]pyridine [J. A.Montgomery and K. Hewson, J. Med. Chern., 8, 708 (1965)], 0.253 mL (261 mg, 5.2 mmol) of hydrazinehydrate, and 5 mL of ethanol was stirred at room temperature overnight. The precipitate was collectedon a filter, washed with a little ethanol, and dried to give the title compound as a solid. LC-MS 150(M+l).

The synthetic route of 2770-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/23750; (2006); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 3260-88-6, 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. 3260-88-6 name is 2-Methyl-3-chloroanisole, 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.

2-Chloro-6-methoxytoluene (5 g, 32 mmol) was dissolved in benzene (100 ml) and N-bromosuccinimide (6.8 g, 38 mmol) and perbenzoic acid (5 mg) were added. The mixture was stirred overnight at 80 C. A treatment according to a conventional method using ethyl acetate as an extraction solvent gave a crude product. The obtained crude product was dissolved in dimethyl sulfoxide (100 ml), sodium cyanide (1.86 g, 38 mmol) was added, and the mixture was stirred overnight at room temperature. A treatment according to a conventional method using ethyl acetate as an extraction solvent gave a crude product, which was successively purified by silica gel column chromatography to give a nitrile intermediate (4.3 g, 23.8 mmol)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methyl-3-chloroanisole, and friends who are interested can also refer to it.

Reference:
Patent; Yamada, Tatsuhiro; Nakagawa, Tadakiyo; Tanaka, Yasuhiro; Fujita, Kohichi; Tagami, Tomoyuki; Ikenoue, Yuka; Fukuda, Shunsuke; Chujo, Yoshitomo; Suzuki, Manabu; Murata, Masahiro; US2005/250796; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 69411-05-8, 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. 69411-05-8, name is 3-Chloro-5-trifluoromethylaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 1 3-Chloro-5-(trifluoromethyl)benzenesulfonyl chloride [0115] [0116] A solution of NaNO2 (6.50 g) was added to a suspension of 3-chloro-5-(trifluoromethyl)aniline (18.44 g) in concentrated HCl/acetic acid (83 mL/30 mL) at 0 C. and the mixture stirred for one hour. The diazonium salt formed was transferred into a saturated solution of sulfur dioxide in glacial acetic acid (350 mL) at 0 C. and the mixture was warmed up to room temperature for one hour. The mixture was poured onto ice-water and extracted with diethyl ether. The combined organic layers were washed with sodium hydrogen carbonate, dried over sodium sulphate, concentrated and purified by silica chromatography eluting with ethyl actetate/hexane to yield 3-chloro-5-(trifluoromethyl)benzenesulfonyl chloride (22 g, 84%). [0117] 1H NMR (400 MHz, Chloroform-D) d ppm 8.0 (m, 1H) 8.2 (m, 1H) 8.2 (t, J=1.9 Hz, 1H).

The synthetic route of 3-Chloro-5-trifluoromethylaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONVERGENCE PHARMACEUTICALS LIMTED; Gleave, Robert James; Hachisu, Shuji; Page, Lee William; US2013/116270; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 16429-44-0, 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. 16429-44-0, name is 5-Bromo-3-chlorobenzene-1,2-diamine, This compound has unique chemical properties. The synthetic route is as follows.

5-bromo-7-chloro-1H-benzimidazole A solution of 5-bromo-3-chlorobenzene-1,2-diamine (2 g, 9.03 mmol) in formic acid (30 ml) was heated at reflux for 16 hours. The reaction progress was monitored by LCMS. Reaction mixture was concentrated under vacuum to yield brown oil. The mixture was extracted by EtOAc from a saturated aqueous solution of NaHCO3, dried over MgSO4 and evaporated under vacuum to yield 5-bromo-7-chloro-1H-benzo[d]imidazole as a pale yellow solid. Mass spectrum (EI, m/z): Calculated for C7H4BrClN2, 232.5 (M+H), found 233.0.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-3-chlorobenzene-1,2-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Janssen Pharmaceutica NV; Zhang, Xuqing; Macielag, Mark J.; (181 pag.)US2019/47961; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics