Category: chlorides-buliding-blocks

Electric Literature of 39226-95-4, 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 39226-95-4 as follows.

Example 4 Synthesis of N-(2,3-dichlorobenzyl)-4,5-dihydro-1H-imidazol-2-amine A mixture of 5.32 g of (2,3-dichlorophenyl)methanamine 10 and 4.56 g of 4,5-hihydro-1H-imidazole-2-sulfonic acid are mixed in 40.0 mL ethanol (EtOH) and heated in a sealed tube at 90 C. for 16 hours. Then, the reaction mixture was cooled to room temperature. Next, the ethanol was removed under vacuum. The remaining residue was basified with aqueous sodium bicarbonate solution and the pH was adjusted to about 10 with 2M sodium hydroxide. The aqueous layer was extracted three times with 400 mL of chloroform/isopropanol (3:1). The pooled organic layer was dried over magnesium sulfate and the mixture was then filtered. The filtrate was added to amino-modified silica gel (4-5% methanol in dichloromethane) and afforded 3.99 g of Compound 11 as a yellow solid.1H NMR (300 MHz, CD3OD): delta 7.43 (dd, J=7.8, 1.8 Hz, 1H, 7.37-7.33 m, 1H), 7.26 (t, J=7.8 Hz, 1H), 4.43 (s, 2H), 3.51 (s, 4H)

According to the analysis of related databases, 39226-95-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALLERGAN, INC.; US2009/306161; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 1207625-18-0,Some common heterocyclic compound, 1207625-18-0, name is 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, molecular formula is C6H4ClN3, 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.

ie f-Butyl 4-[4-(7/-/-pyrrolo[2,3-c]pyridazin-3-yl)-1 /-/-pyrazol-1 -yl]piperidine-1-carboxylateTo a well stirred suspension of 3-chloro-7/-/-pyrrolo[2,3-c]pyridazine (136 mg, 0.89 mmol), 4-[4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyrazol-1-yl]-piperidine-1-carboxylic acid ie f-butyl ester (367 mg, 0.97 mmol, 1.1 eq), and cesium carbonate (526 mg, 1.62 mmol, 1.8 eq) in 20% aqueous dioxane (20 mL) was bubbled nitrogen for 15 min at room temperature. To the resulting mixture was added Pd(PPh3)4 (51 mg, 0.045 mmol), then the mixture was heated at 100 C for 16 h. The reaction mixture was cooled to RT and concentrated under reduced pressure. The residue was partitioned between water and DCM (30 mL each), and the aqueous layer was extracted with more methylene chloride (2×15 mL). The combined organic layers were washed with water (20 mL) followed by brine (10 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with 5 to 10% methanol in methylene chloride as eluent to yield the title compounds as off-white solid. 1H NMR (300 MHz, CDCI3): delta = 1.45 (s, 9H), 1 .81-2.35 (m, 4H), 2.78-3.05 (m, 4H), 4.12 (mc, 1 H), 6.62 (d, J = 3.3 Hz, 1 H), 7.62 (d, J = 3.3 Hz, 1 H), 7.93 (s, 1 H), 8.08 (s, 1 H), 8.20 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-7H-pyrrolo[2,3-c]pyridazine, its application will become more common.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; LI, An-Hu; MULVIHILL, Mark, J.; STEINIG, Arno, G.; WO2011/143646; (2011); 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. 3970-51-2, name is 5-Chloro-1H-indene, A new synthetic method of this compound is introduced below., COA of Formula: C9H7Cl

Intermediate 8: 1,1-dimethylethyl 5-chloro-1’H-spiro[indene-1,4′-piperidine]-1′-carboxylate. 5-chloro-lH-indene (2 g, 13 mmol) dissolved in dry THF (10 mL) was added to a stirring solution of IM lithium hexamethyldisilazide (LHMDS) (28 mL, 28 mmol) at 0 C. The mixture was stirred for 1 hr, and 1,1 -dimethylethyl bis(2- chloroethyl)carbamate (3.2 g, 13 mmol) dissolved in THF (10 mL) was added dropwise. The resulting purple solution was taken out of the ice bath and allowed to stir overnight at room temperature. The mixture was diluted with water and DCM, and the layers were separated. The organic layer was dried over sodium sulfate, evaporated, then purified by flash column chromatography to yield 2 grams of a 50:50 mix of 5-Cl and 6-Cl regiomers. The regioisomers were separated by HPLC. Analysis by HMBC showed that the peak eluting second was the desired 5-Cl regioisomer. MS (ES) m/e 320 [M+H]+. 1H NMR (400 MHz, CDCl3, delta): 7.30 (d, J = 1.76 Hz, IH), 7.22 (d, , J = 8.03 Hz, IH), 7.17 (dd, J = 1.76 Hz, 8.03 Hz, IH), 6.91 (d, J = 5.64 Hz, IH), 6.73 (d, J = 5.64 Hz, IH), 4.19 (m, 2H), 3.12 (m, 2H), 1.98 (m, 2H), 1.52 (s, 9H), 1.32 (m, 2H).

The synthetic route of 3970-51-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/23754; (2009); 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. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3972-56-3

General procedure: Arylchloride (1 mmol, 1 equiv), decane (internal standard, 0.2 mL), and anhydrous Et2O (5 mL) were sequentially added to a pre-dried Schlenk flask equipped with a magnetic stirrer and a rubber septum under argon. The flask was cooled to ?95°C (methanol/liquid nitrogen bath) followed by the dropwise addition of a previously prepared LiDBB solution (ca. 0.25 M in THF, 2 mmol, 8 mL, 2 equiv). After addition and stirring for 5 min at this temperature, aryllithium reagent 2 was obtained. The corresponding arylzinc reagent 5 was prepared by the addition of ZnCl2 solution (1.0 M in THF, 1 mmol, 1 mL) followed by warming to r.t. The yield of the aryllithium or arylzinc reagent was determined by GC analysis of an aliquot of the resulting arylzinc reagent quenched with asolution of iodine in anhydrous THF in the presence of an internal standard (decane).

According to the analysis of related databases, 3972-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shen, Zhi-Liang; Sommer, Korbinian; Knochel, Paul; Synthesis; vol. 47; 17; (2015); p. 2617 – 2630;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 139512-70-2, These common heterocyclic compound, 139512-70-2, name is 4-Chloro-5-fluorobenzene-1,2-diamine, 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: 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.

The synthetic route of 139512-70-2 has been constantly updated, and we look forward to future research findings.

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

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. 7149-75-9, name is 4-Chloro-3-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 7149-75-9

General procedure: A mixture of 4-chloro-3-(trifluoromethyl)aniline or its derivatives and CDI in dry CH2Cl2 (5mL) was stirred for 1h at room temperature, then compound 6 (194mg, 0.69mmol) or its derivatives was added. The mixture was allowed to stir for an additional 1h to afford white precipitates. The solid was collected by filtration under vacuum, washed with water for three times and dried under vaccum to give compound 7a?7m and 7p?7r [13], but 7m and 7n was synthesis by a condensation reaction between benzoic acid and compound 6 promoted by EDCI. The yields of all compounds were between 65.7percent and 82.4percent. The general synthetic route is depicted in Scheme 1.

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:
Article; Wu, Zeng; Yan, Ming; Hu, Shi-He; Yu, Zhi-Cheng; Zhu, Yong; Cheng, Ya-Dong; Liu, Hai-Chun; Zhang, Yan-Min; Yao, Si-Hui; Tang, Wei-Fang; Lu, Tao; Chinese Chemical Letters; vol. 25; 2; (2014); p. 351 – 354;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 61881-19-4, 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 61881-19-4 as follows.

To a solution of 10 (1 .5 g, 1 .4 mmol) in DCM (10 ml) and 2,2,2-trifluoro-/V-phenylacetimidoyl chloride (3 equiv), Cs2C03 (1 equiv) was added at 0C, and the reaction stirred at rt for 3 h. The solid was filtered off and the solvent evaporated. The crude was purified by flash chromatography (8:2 tol:acetone) to afford 11 as a brown foam in 82% yield (1 .15 g). HR ESI- MS m/z C55H55F3N202i [M+Na]+ 1 159.3147; found 1 159.3065. (Ando et al. Carbohydrate Research 338 (2003) 503-514)

According to the analysis of related databases, 61881-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GSK VACCINES S.R.L.; ADAMO, Roberto; BERTI, Francesco; CARBONI, Filippo; MARGARIT Y ROS, Immaculada; (66 pag.)WO2017/175082; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 918538-05-3, name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, molecular formula is C6H3Cl2N3, 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: C6H3Cl2N3

To a 100 mL flask was added 2,4-dichloropyrrolo[2,l-^[l,2,4]triazine (3 g, 15.96 mmol), tetrahydrofuran (40 mL) and stirred. To the resulting solution was portionwise added sodium phenolate (2.038 g, 17.55 mmol). After 1 h, an aliquot of the reaction mixture was diluted with methanol and anlayzed by LCMS to ensure complete conversion. The reaction mixture was concentrated. To the residue was added water, stirred, filtered and dried. Obtained 2-chloro-4-phenoxypyrrolo[2,l- |[l,2,4]triazine (3.71 g, 15.10 mmol, 95 % yield) as an off-white solid. LCMS: RT = 1.05 min; MS(ES): m/z observed = 245.9, 247.9 (Injection conditions: Column: Waters Acquity UPLC BEH C18, 2.1 x 50 mm, 1.7-muiotaeta particles; Mobile Phase A: 100% water with 0.05% TFA; Mobile Phase B: 100% MeCN with 0.05% TFA; Gradient: 2-98% B over 1 minute, then a 0.5- minute hold at 98% B; Flow: 0.8 mL/min; Detection: UV at 220 nm); NMR (300 MHz, DMSO-de) delta 8.13 (dd, J=2.6, 1.5 Hz, 1H), 7.56 – 7.48 (m, 2H), 7.42 – 7.34 (m, 3H), 7.15 (dd, J=4.5, 1.5 Hz, 1H), 6.99 (dd, J=4.5, 2.6 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 918538-05-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BORZILLERI, Robert M.; FINK, Brian E.; HARIKRISHNAN, Lalgudi S.; WARRIER, Jayakumar Sankara; (87 pag.)WO2017/40448; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 461432-23-5, name is 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 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 461432-23-5, category: chlorides-buliding-blocks

To the mixture of 10 cc THF and 10 cc Toluene added 0.138 mole 4-(5-bromo-2- chlorobenzyl)phenyl ethyl ether at ambient temperature and stirred for 15 min. Cooled to -70 to -80C in dry ice /acetone bath and stirred for 15 min. Added a solution of 0.014 mole n-Butyl lithium (1.9M in hexanes) at -70 to -80C. and stirred for lhr. Added solution of 3, 4, 5-Tris-trimethylsilanyloxy-6-trimethylsilanyloxymethyl-tetrahydro- pyran-2-one in 5 cc of Toluene at -70 to -80C and stirred for 2 to 3hrs. After the compliance of the reaction, reaction mass was quenched with Methane sulphonic acid and Allyl alcohol mixture at -70 to -80C. Temperature was raised to ambient temperature and stirred overnight. Reaction mass was quenched with 30 cc sat.sodiumbicarbonate solution to bring the pH neutral to alkaline and stirred for 30.0 min. Layers separated and aqueous layer was extracted with 10 cc of Toluene. Organic layer was combined and washed with 30cc water and 50 cc sat. brine solution. Organic layer was distilled under reduced pressure to recover toluene. Solid compound was dissolved in 50cc of toluene and quenched in n-Hexane to obtain 83 % the compound as crystalline solid. HPLC purity: 88 – 91 % I R data: Anomeric C-0 stretching: 1242 cm”1 Allylic C- O stretching: 1 177 cm”1 Allylic C- H stretching: 3010 – 3120 cm”1 Aromatic C- CI stretching: 820 cm”1 Lactones O – H stretching: 3240 – 3380 cm”1 Lactones C – 0 stretching: 1045 – 1092 cm”1 Aromatic C=C stretching: 1510 , 1548 , 1603 , 1703 cm”1 Alkane C – H stretching: 2877,2866, 2956, 2958, 2962 cm”1 Aromatic C – H stretching: 3050 – 3090 cm”1 Dip-Mass (M+Na) 487.19 m/z (M+K) 503.17 m/z

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-1-chloro-2-(4-ethoxybenzyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; HARMAN FINOCHEM LIMITED; KADAM, Vijay Trimbak; SAIKRISHNA; CHOUDHARE, Tukaram Sarjerao; MINHAS, Harpreet Singh; MINHAS, Gurpreet Singh; (26 pag.)WO2016/147197; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 102-49-8,Some common heterocyclic compound, 102-49-8, name is 3,4-Dichlorobenzylamine, molecular formula is C7H7Cl2N, 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 solution of acid 4 (0.09 g, 0.47 mmol) in dry DMF (2 mL) treated sequentially with amine (5a?i, 6a?e and 7a?h; 0.517 mmol)and triethylamine (0.94 mmol) was stirred under a N2 atmosphere for 15 min, later TBTU (0.56 mmol) was added and reaction mixture refluxed for 4?10 h. The reaction mixture was quenched with aq satd NH4Cl solution (10 mL). After 10 min, it was diluted withCHCl3 (2 10 mL) and washed with water (10 mL), NaHCO3 solution(10 mL) and brine (10 mL). The organic layers were dried over anhydrous sodium sulfate, evaporated and the residue purified by column chromatography using 30percent ethyl acetate in pet. ether to afford corresponding amides 8a?i, 9a?e and 10a?h.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4-Dichlorobenzylamine, its application will become more common.

Reference:
Article; Doma, Anuradha; Kulkarni, Ravindra; Palakodety, Radhakrishna; Sastry, G. Narahari; Sridhara, Janardhan; Garlapati, Achaiah; Bioorganic and Medicinal Chemistry; vol. 22; 21; (2014); p. 6209 – 6219;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics