Author: Jessica.F

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 56961-77-4 as follows. Quality Control of 1-Bromo-2,3-dichlorobenzene

Under a nitrogen atmosphere, and added at 80 will have diphenylamine (37.5g),1- bromo-2,3-dichlorobenzene (50.0g), Pd-132 (Johnson Matthey) (0.8 g of ), NaOtBu(32.0g) and xylene (500ml) was heated in a flask and stirred for 4 hours, the temperature was raised to 120 up, and further heated with stirring for 3 hours. Thereaction mixture was cooled until room temperature, water and ethyl acetate to carry outa liquid. Then, the use of silica gel column chromatography (eluent: toluene / heptane =1/20 (volume ratio)) to be purified, is obtained 2,3-dichloro -N, N- diphenyl aniline(63.0g) .

According to the analysis of related databases, 56961-77-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kwansei Gakuin School Corporation; Tian, Shanzuoci; Zhong, Zhongzongyiliang; Zhong, Daoguiyi; Ping, Jingdagui; Xiao, Yeyangping; Zhi, Lianyizhi; Ni, Jingping; Song, Xiawusi; Sheng, Tianlizhao; (405 pag.)CN105431439; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 933190-51-3, 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. 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-ethylpyridin-2-amine (394 mg, 3.23 mmol) in DMF (8 mL) was added NaH (129 mg, 60% dispersion in mineral oil, 3.23 mmol) under N2 atmosphere at room temperature and stirred for another 0.5 h. To this mixture was added 8-bromo-6-chloroimidazo[1,2-b]pyridazine (0.3 g, 1.3 mmol). After 20 h stirring at room temperature, saturated NH4Cl solution was added and the reaction mixture was extracted with ether (200 mL) and washed with water (2×50 mL), then brine (2×50 mL). After drying and filtration, it was concentrated to afford 6-chloro-N-(5-ethylpyridin-2-yl)imidazo[1,2-b]pyridazin-8-amine (785 mg, crude) as a yellow solid that was used directly without further purification. LC-MS: [M+1]+=274, tR=1.726 min.

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, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; Hermann, Johannes Cornelius; Kuglstatter, Andreas; Lucas, Matthew C.; Padilla, Fernando; Wanner, Jutta; Zhang, Xiaohu; US2013/109661; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1435-48-9,Some common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, molecular formula is C6H3Cl2F, 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.

In a 500 mL closed four-mouth reaction bottle,Add 65% concentrated nitric acid 100mL and 98% concentrated sulfuric acid 200mL, stir and control temperature 50 C,66.0 g of 2,4-dichlorofluorobenzene was slowly added dropwise, and the reaction was carried out for 2 hours, and the temperature was kept for 2 hours after the completion of the dropwise addition.Stop stirring, cool and let stand, after the material is completely layered, separate the liquid.The organic phase is washed twice with sodium carbonate solution.Unreacted under reduced pressure2,4-dichlorofluorobenzene obtained 104.3 g of 1,2,6-trifluoronitrobenzene,The yield was 99.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4-Dichloro-1-fluorobenzene, its application will become more common.

Reference:
Patent; Zhejiang University Of Technology Shangyu Institute Co., Ltd.; Fang Biao; Xu Meng; Ke Junliang; (6 pag.)CN109400459; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 210532-25-5, These common heterocyclic compound, 210532-25-5, name is 3,5-Difluorobenzene-1-sulfonyl chloride, 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.

A mixture of 1 (800 mg, 2.14 mmol) and dibutyltin dichloride (65 mg,0.21 mmol) in THF (13 mL) was stirred for 10 min at rt before 3,5-difluorobenzenesulfonyl chloride (500 mg, 2.35 mmol) dissolved in THF (2 mL)and 1,1,2,2,6-pentamethylpiperidine (0.77 mL, 4.27 mmol) were added underN2 atmosphere, and the resulting solution was stirred at rt o.n. The reactionwas quenched with sat. aq. NH4Cl followed by evaporation of the solvent; theresidue was diluted with CH2Cl2 and washed with water and brine. The organicphase was dried and evaporated. The obtained residue was dissolved inacetic anhydride (10 mL) and pyridine (10 mL) and stirred at rt o.n. An amorphouswhite solid was obtained after evaporation of the solvents to give crude2b, which was used directly in the following inversion. 1H NMR (CDCl3): delta7.47 (d, J = 8.1, 2H, Ph), 7.39-7.29 (m, 8H, Ph), 7.06 (d, J = 8.1, 2H, Ph), 5.38 (s, 1H, CH), 5.22 (t, J = 9.8, 1H, H-2), 4.82 (dd, J = 9.7, 3.6, 1H, H-3),4.61 (d, J = 9.8, 1H, H-1), 4.38 (m, 2H, H-4 and H-6), 4.01 (d, J = 12.5, 1H,H-6), 3.57 (s, 1H, H-5), 2.32 (s, 3H, CH3), 2.01 (s, 3H, Ac). 13C NMR (CDCl3): delta169.0, 137.1, 134.7, 129.7, 129.4, 128.4, 128.3, 126.6, 126.2, 111.1, 101.3, 85.0,80.5, 74.2, 69.5, 69.0, 66.5, 21.4, 20.9. HRMS calcd for [C28H26F2O8S2Na]+,615.0935; found: 615.0939.

Statistics shows that 3,5-Difluorobenzene-1-sulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 210532-25-5.

Reference:
Article; Peterson, Kristoffer; Weymouth-Wilson, Alex; Nilsson, Ulf J.; Journal of Carbohydrate Chemistry; vol. 34; 8; (2015); p. 490 – 499;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 627-42-9, These common heterocyclic compound, 627-42-9, name is 2-Methoxyethyl chloride, 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.

Example 3 4-(2-Methoxyethoxy)-benzaldehyde 219.8 g of 4-hydroxybenzaldehyde were stirred with 270 g of potassium carbonate and 1134 g of 2-chloroethyl methyl ether in a 3 l autoclave for 12 hours at 150 C. Filtration, washing with 46.1 g of 2-chloroethyl methyl ether and removal by distillation of the excess 2-chloroethyl methyl ether as in Example 1, gave 319.9 g of crude product as red-brown liquid and 819.2 g of 2-chloroethyl methyl ether with a purity of 99.4% (GC).

The synthetic route of 627-42-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Giffels, Guido; Dreisbach, Claus; US2001/14697; (2001); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 220227-21-4, 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. 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of /V-(2,4-dimethoxybenzyl)-1 ,3,4-thiadiazol-2-amine (1.09 g, 4.30 mmol) in tetrahydrofuran (20 mL) was added lithium /)/’s(trimethylsilyl)amide (4.3 mL of a 1 M solution in tetrahydrofuran, 4.3 mmol) at -78 C. The reaction mixture was allowed to stir for 30 minutes at 0 C and a solution of 2,4,5- trifluorobenzenesulfonyl chloride (0.99 g, 4.3 mmol) in tetrahydrofuran (10 mL) was added dropwise at -78 C. After the addition was complete, the cooling bath was removed. The reaction mixture was stirred for 3 h at ambient temperature and saturated aqueous ammonium chloride (10 mL) was added. The resulting mixture was extracted with ethyl acetate (2 x 30 mL). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography eluting with 30% ethyl acetate in hexanes to afford /V-(2,4-dimethoxybenzyl)-2,4,5-trifluoro-/v’-(1 ,3,4- thiadiazol-2-yl)benzenesulfonamide in 57% yield (1.10 g) as a colorless solid: MS (ES+) m/z 446.0 (M + 1).

The synthetic route of 2,4,5-Trifluorobenzene-1-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; XENON PHARMACEUTICALS INC.; SUN, Shaoyi; ZENOVA, Alla, Yurevna; CHAFEEV, Mikhail; JIA, Qi; ZHANG, Zaihui; OBALLA, Renata, Marcella; WO2013/64983; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 39226-96-5, 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. 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows.

Example 16 N-{[2-Chloro-3-(trifluoromethyl)phenyl]methyl}-3-methyl-1-(6-methyl-2- pyridinyl)-2-oxo-4-imidazolidinecarboxamide (E16) (in a form obtainable or prepared from (4S)-2-oxo-3-{[(phenylmethyl)oxy]carbonyl}-4-imidazolidinecarboxylic acid); A mixture of 3-methyl-1-(6-methyl-2-pyridinyl)-2-oxo-4-imidazolidinecarboxylic acid TFA salt (147 mg, 0.42 mmol), 1-hydroxybenzotriazole hydrate (96 mg, 0.63 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (121 mg, 0.63 mmol) and N-ethyl morpholine (0.27 ml, 2.1 mmol) in dichloromethane (8 ml) was stirred at room temperature for 10 minutes. A solution of {[2-chloro-3- (trifluoromethyl)phenyl]methyl}amine (88 mg, 0.42 mmol) in dichloromethane (2 ml) was added and the reaction stirred at room temperature for 4 hours. The mixture was partitioned between dichloromethane and saturated sodium hydrogen carbonate solution. The organic phase was separated, washed with water and brine, dried and evaporated. The residue was purified by silica gel chromatography eluting with 0- 10% methanol in dichloromethane to give N-{[2-chloro-3- (trifluoromethyl)phenyl]methyl}-3-methyl-1-(6-methyl-2-pyridinyl)-2-oxo-4- imidazolidinecarboxamide (1 10 mg, 61%). LC/MS [M+H]+ = 427, retention time = 2.66 minutes.

The chemical industry reduces the impact on the environment during synthesis (2-Chloro-3-(trifluoromethyl)phenyl)methanamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/119825; (2008); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 7149-75-9, 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. 7149-75-9, name is 4-Chloro-3-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

To a refluxing slurry of disodium carbonate (0.9 g. 0.01 mol) in 10 mL MeOH wasadded simultaneously a solution of 1,5-dichloropentan-3-one (0.93 mL, 0.01 mol) in 5 mL MeOH and a solution of 4-chloro-3-methylaniline (1 g, 0.01 mol) in 5 mL MeOH dropwise over 10 mins. The reaction was allowed to reflux for a further 2.5 h, then allowed to cool and concentrated, poured into water (10 mL), and extracted with DCM (2 x lOmL). The combined organics were dried over MgSO4 and concentrated to yield 1.38 g free flowing orange/brown oil. The crude product was purified using column chromatography (Biotage, 50 g SNAP KP-SIL, 10 -80percent EtOAc in heptane, 10 CV) to yield the title compound as a light yellow free-flowing liquid (890 mg, 86percent purity, 48percent).1H NMR (500 MHz, Chloroform-d) delta 7.22 (d, J = 8.7 Hz, 1 H), 6.83 (d, J = 2.9 Hz, 1H), 6.74 (dd, J = 8.7, 3.0 Hz, lH), 3.56 (t, J = 6.1 Hz, 4H), 2.55 (t, J = 6.1 Hz, 4H), 2.35 (s, 3H). LCMS Method D: rt 1.33 min, 91 percent; m/z 223.95 (MH+)

The chemical industry reduces the impact on the environment during synthesis 4-Chloro-3-methylaniline. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; EVOTEC INTERNATIONAL GMBH; GAMPE, Christian, M.; KAHNE, Daniel, Evan; KAHNE, Suzanne, Walker; QIAO, Yuan; EAST, Stephen; PARKES, Alastair, L.; SOUTHEY, Michelle; HUNTER, James; WHITTAKER, Mark; ARTHUIS, Martin; (359 pag.)WO2016/191658; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 210532-25-5, 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 210532-25-5 as follows.

1-(ethylsulfonyl)-3-fluorobenzene A stirred mixture of 3-fluorobenzenesulfonyl chloride (0.973 g, 5.00 mmol), sodium bicarbonate (0.84 g, 10.0 mmol), and sodium sulfite (1.16 g, mmol) was heated in water (7 mL) at 95-100 C. for 1 h under nitrogen. The reaction was cooled to ~50 C., treated with (nBu)4NBr (100 mg) and ethyl iodide (2.5 mL) and heated at 70 C. for 18 h. The reaction was cooled, treated with water (10 mL) and extracted with dichloromethane (3*15 mL). The extracts were dried with MgSO4 and concentrated in vacuo. Chromatography on silica gel eluding with an ethyl acetate:hexane gradient of 10:90 to 40/60 gave the title compound as a colorless oil (878 mg). MS (ES) m/z 189.0. Intermediates 2 to 11; 13-14Prepared according to a procedure similar to that described for Intermediate 1, using the appropriate halogenated arylsulfonylchloride and alkylating agent R-LG, and eluting with an appropriate eluent. Intermediate 31,3-difluoro-5-(methylsulfonyl)benzene; MS (EI) m/z 192.

According to the analysis of related databases, 210532-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bernotas, Ronald Charles; Ullrich, John William; Travins, Jeremy Mark; Wrobel, Jay Edward; Unwalla, Rayomand Jal; US2010/273816; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 15205-11-5, A common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

Example 3 N-[(2-chloro-4-fluorophenyl)methyl]-1-ethyl-5-oxo-prolinamide (E3) Methyl 1-ethyl-5-oxo-prolinate (0.135 g, 0.79 mmol, prepared as described below) was dissolved in methanol (4 ml) and treated with 2M aqueous sodium hydroxide (0.592 ml, 1.18 mmol). The mixture was stirred for 4 hrs at room temperature and then evaporated to give a residue which was then treated with an excess of 1M hydrogen chloride in ether (~5 ml) for 10 minutes. The mixture was evaporated once more and the residue was dissolved in dichloromethane (4 ml) and dimethylformamide (2 ml) and filtered to remove solids. The resulting solution was transferred to a reaction tube and 1-hydroxybenzotriazole (0.117 g, 0.87 mmol), [(2-chloro-4-fluorophenyl)methyl]amine (0.138 g, 0.87 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (0.167 g, 0.87 mmol) were then added. The mixture was flushed with argon and then stirred at room temperature over the weekend. The mixture was then diluted with dichloromethane and washed sequentially with 2M aqueous hydrogen chloride and saturated aqueous sodium hydrogen carbonate. The organic layer was filtered through a phase separator and then evaporated to give the crude product. The crude material was purified by mass-directed automated HPLC to give pure N-[(2-chloro-4-fluorophenyl)methyl]-1-ethyl-5-oxo-prolinamide (0.086 g) as a white solid. LC/MS [M+H]+=299.1, retention time=2.13 minutes. Enantiomeric excess=100.0%, as determined by chiral chromatography method B, indicative of N-[(2-chloro-4-fluorophenyl)methyl]-1-ethyl-5-oxo-L-prolinamide retention time=8.05 minutes

The synthetic route of 15205-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; US2008/9541; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics