Category: chlorides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, 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 7149-75-9, Product Details of 7149-75-9

A solution of (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert- butoxy)-4-oxobutanoic acid (10 g, 24.30 mmol) and 4-chloro-3-methylaniline (5.16 g, 36.5 mmol) in DCM (150 mL) at 0 °C was treated with DIEA (16.93 ml, 97 mmol) and cooled to °C. After 10 min, HATU (18.48 g, 48.6 mmol) was added portionwise. The reaction mixture was stirred at 0 °C for 1 h and the reaction mixture was partitioned between EA (50 mL) and an aqueous 1 M HCl solution (200 mL). The layers were separated and the organic layer was re-washed with an aqueous 1 M HCl solution (2 x 200 mL) and brine (200 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to 18.7 g (101percent) of Intermediate 17A as a beige solid. LCMS [m/z] calculated for C30H31ClN2O5: 534.2; found 557.2 [M+Na]+, tR=3.01 min (Method 4).1H NMR (400 MHz, DMSO- d6) delta 10.17 (s, 1H), 7.98? 7.78 (m, 3H), 7.78? 7.57 (m, 3H), 7.57? 7.29 (m, 6H), 4.50 (td, J = 8.4, 5.9 Hz, 1H), 4.43? 4.15 (m, 3H), 2.71 (dd, J = 15.9, 5.9 Hz, 1H), 2.55 (dd, J = 16.0, 8.7 Hz, 1H), 2.29 (s, 3H), 1.37 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE INTERNATIONAL II SARL; YEAGER, Adam; TURNBULL, Philip; ZHANG, Lin; FAN, Junhua; TAMIYA, Junko; STEINBERG, Marcos; FOWLER, Tom; BENELKEBIR, Hanae; PASCERI, Raffaele; IEVA, Maria; GRANT, Kevan; TRAN, Yang; (403 pag.)WO2018/45246; (2018); A1;,
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These common heterocyclic compound, 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, 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. COA of Formula: C7H7ClFN

General procedure: To a solution of bis(carboxymethyl)trithiocarbonate (0.22 mmol) in DME (1.0 mL) were added TEA (0.22 mmol) andthe opportune amine (0.22 mmol). The reaction mixture was heated at 90C for 10 min undermicrowave irradiation. After this time, the aldehyde 6 (0.22 mmol) was added, and the mixturewas heated at 110C for 5 min under microwave irradiation. The reaction mixture was evaporatedto dryness and the residue was additioned with MeOH and a drop of HCl 2N; the finalrhodanine derivatives were obtained as a pure precipitate, isolated by filtration, washed withwater and hexane, and finally dried under high vacuum. (Z)-4-(5-((3-(4-fluorophenethyl)-4-oxo-2-thioxothiazolidin-5-ylidene)methyl)furan-2-yl)-2-hydroxybenzoic acid (9a). (yield: 30%); Yellow solid. Mp = 292C (decomposition),

The synthetic route of (4-Chloro-3-fluorophenyl)methanamine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tintori, Cristina; Iovenitti, Giulia; Ceresola, Elisa Rita; Ferrarese, Roberto; Zamperini, Claudio; Brai, Annalaura; Poli, Giulio; Dreassi, Elena; Cagno, Valeria; Lembo, David; Canducci, Filippo; Botta, Maurizio; PLoS ONE; vol. 13; 6; (2018);,
Chloride – Wikipedia,
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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. 2106-02-7, name is 2-Chloro-4-fluoroaniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 2106-02-7

Step A: Into a 20-L 4-neck round flask was placed a solution of 2-chloro-4- fluorobenzenamine (1300 g, 8.82 mol, 1.00 equiv, 99%) in toluene (10 L), 4- methylbenzenesulfonic acid (3.1 g, 17.84 mmol, 99%), and hexane-2,5-dione (1222.5 g, 10.62 mol, 1.20 equiv, 99%). The resulting solution was heated to reflux for 1 h in an oil bath and cooled. The pH value of the solution was adjusted to 8 with sodium carbonate (1 mol/L). The resulting mixture was washed with 1×5000 mL of water and concentrated under vacuum. The crude product was purified by distillation and the fraction was collected at 140 0C to afford l-(2- chloro-4-fluorophenyl)-2,5-dimethyl-lH-pyrrole (1700 g, yield: 85%).

The synthetic route of 2106-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; PULK, Rebecca; RUDOLPH, Joachim; WEN, Zhaoyang; WO2011/25965; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 63624-28-2, These common heterocyclic compound, 63624-28-2, name is 2,4-Dimethoxybenzene-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.

D) (2S, 4R)-1-[5-Chloro-1-(2,4-dimethoxyphenylsulfonyl)-3-(2,4-dimethoxypyrimidin-5-yl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-hydroxypyrrolidine-2-carboxylic acid dimethylamide Sodium hydride (12 mg of 60% dispersion in mineral oil, 0.3 mmol) was added to an ice-cold solution of the mixture of diastereomers from step C (139 mg, 0.30 mmol) in DMF (1.5 ml). The reaction mixture was stirred at 0 C. for 0.5 h and then 2,4-dimethoxyphenylsulfonyl chloride (71 mg, 0.3 mmol) was added. After the reaction mixture had been stirred at room temperature for one hour, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried over magnesium sulfate. Purification by chromatography (silica gel, 5% MeOH in dichloromethane) resulted in 63 mg of the less polar diastereomer ((-) isomer) and 25 mg of the more polar diastereomer ((+) isomer) as colorless waxes.

The synthetic route of 63624-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott GmbH & Co. KG; US2005/70718; (2005); A1;,
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

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

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 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

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

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 2106-04-9 as follows. Formula: C6H5ClFN

Preparation of compound 18[00187] A solution of compound 17 (5g, 0.034mol) in DMF (50mL) was added a DMF solution (50mL) of NBS (6.05 g, 0.034 mol) drop-wise at room temperature. After 16h, the reaction mixture was diluted with ethyl acetate (lOOmL) and washed with brine (2xl00mL). The separated organic phase was dried over Na2S04 and concentrated to give the title compound 18 as an oil (5.0g, 65% yield). ESI-MS (M+H)+: 223.92.

According to the analysis of related databases, 2106-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TONG, Youzhi; WO2011/29392; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics