Tag: M.W=100-200

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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H5ClFN

General procedure: The aniline (1 eq) was dissolved in 6 N HCl solution (10 mL/mmol of aniline) at room temperature and cooled up to 0 C, followed by addition of NaNO2 (1.2 eq) in small portions under stirring. After 10 min of stirring at same temperature, sodium azide (1.2 eq) was added to the reaction mixture. This mixture was further stirred at room temperature for 3 h. The reaction was worked up by extraction with chloroform. The organic layer was washed with brine solution and dried over Na2SO4. After evaporation of the solvent, the crude product (9a-e) was pure enough for further reactions. All azides were stored at -20 C.

According to the analysis of related databases, 2106-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kant, Rama; Kumar, Dharmendra; Agarwal, Drishti; Gupta, Rinkoo Devi; Tilak, Ragini; Awasthi, Satish Kumar; Agarwal, Alka; European Journal of Medicinal Chemistry; vol. 113; (2016); p. 34 – 49;,
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Related Products of 106131-61-7, 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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Dichloro-s-tetrazine (1 mmol) and fluorinated alcohol (1 mmol) were dissolved in anhydrous dichloromethane (10 mL). 2,4,6-collidine (1 mmol) was added dropwise at room temperature in the solution, and the mixture was stirred for 12 h under N2 atmosphere.The solvent was evaporated and the residue was passed through a column of silica (2/8 dichloromethane/petroleum ether v/v) to give compound 2 as a pink solid, with a ?yellow? fluorescence on TLC (using a standard laboratory UV lamp with a broad band centred at 365 nm).

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, 3,6-Dichloro-1,2,4,5-tetrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ben Chaabane, Radhia; Guermazi, Refka; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Dyes and Pigments; vol. 108; (2014); p. 64 – 69;,
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Application of 3972-56-3, A common heterocyclic compound, 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene, molecular formula is C10H13Cl, 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.

(1) 800Kg of p-tert-butylchlorobenzene was added to the autoclave A, and the temperature of the reaction vessel A was controlled to 0 C, and the mixed acid was mixed with concentrated sulfuric acid and nitric acid at a temperature of 0 C,Nitric acid is 580L, and the temperature of the reactor A is raised to 20 C to 25 C. The reaction vessel A is stirred and the reaction is carried out overnight. After the reaction is completed, the reaction solution is poured into water to obtain an organic phase layer and an inorganic phase layer,And then the organic phase layer solution was dried and the ethyl acetate was recovered and distilled under reduced pressure to collect 180 C / 30 mmHg column fraction. The fraction was 1-chloro-4-tert-butyl 2-nitrobenzene;

The synthetic route of 3972-56-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rudong Zhongyi Chemical Co., Ltd.; Ye Zhenjun; Dong Jiansheng; Yuan Shaozhi; Dai Yixu; Wang Zhengrong; Zhu Feng; Lu Jianhua; (7 pag.)CN105198710; (2017); B;,
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Synthetic Route of 15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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.

Step 1 : Preparation of 4-[(2-chloro-6-fluorobenzyl)amino]-N-(3,4- dimethoxyphenyl)pyridine-3-sulfonamide A solution of 4-Chloro-N-(3,4-dimethoxyphenyl)pyridine-3-sulfonamide (IntDI) (0.5 g, 1.50 mmol), 2-chloro-6-fluoro-benzylamine (0.26 g, 1.67 mmol) and K2C03 (0.41 g, 3.0 mmol) in DMF (10 mL) was heated at 130C for 4 h. The mixture was added to saturated aqueous NaHC03 (50 mL), extracted with EtOAc (3 x 25mL) and the combined organic phases dried over Na2S04 and concentrated in vacuo. Purification by gradient column chromatography eluting with 0-45% EtOAc in hexane yielded the title compound (40 mg, 0.09 mmol). LCMS (Method B): (ESI +ve) 451.8. [M+H]+.

The synthetic route of 15205-15-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CONGREVE, Miles Stuart; CHRISTOPHER, John Andrew; TEHAN, Benjamin Gerald; KLAIR, Sukhbinder Singh; AVES, Sarah Joanne; WO2014/6402; (2014); A1;,
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Electric Literature of 4584-46-7, These common heterocyclic compound, 4584-46-7, name is 2-Chloro-N,N-dimethylethanamine hydrochloride, 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 flame-dried two-necked 25 mL round-bottomed flask was charged with cyclic sulfite (1 mmol), Fe3+-clay (100 mg) and dry xylene (5 mL) and stirred under a constant flush of nitrogen. Freshly distilled 2-aminothiophenol (0.9 mmol) was added drop wise, and the reaction mixture was refluxed for 12 h. Crude compound was chromatographed to get cis-(+)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one (50% yield). The hydroxy lactam (0.54 mmol) was dissolved in ethyl acetate (5 mL) and 2-(dimethylamino) ethyl chloride hydrochloride (0.694 mmol) was added followed by addition of finely ground K2CO3 (2.16 mmol) and a drop of water. The heterogeneous mixture was stirred at reflux for 12 h. Solvent was removed and the crude product was chromatographed to obtain N-alkylated product (88%).

The synthetic route of 4584-46-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH; WO2004/58734; (2004); A1;,
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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. 13726-14-2, name is 4-Chloro-3-methoxyaniline, A new synthetic method of this compound is introduced below., SDS of cas: 13726-14-2

A mixture of 26 (0.25 mmol), 3-chloro-4-methoxyaniline (0.75 mmol), TEA (0.75 mmol) and NaI (0.025 mmol) in NMP (2 mL) was heated to 130 C. and stirred overnight. The mixture was diluted with AcOEt (10 mL) and washed with H2O (2¡Á10 mL). The organic layers were dried over Na2SO4, filtered and evaporated under reduce pressure. Flash Chromatography (eluent: 5% MeOH in AcOEt) gave the desired product L (10% yield). MS ESI (m/z) 407 (M+H)+.

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:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; Landry, Donald W.; Deng, Shixian; Arancio, Ottavio; Fiorito, Jole; Wasmuth, Andrew; (41 pag.)US10626113; (2020); B2;,
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Reference of 33786-89-9, 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. 33786-89-9, name is 5-Chloro-m-phenylenediamine, This compound has unique chemical properties. The synthetic route is as follows.

REFERENCE EXAMPLE 75 To a solution of 5-chloro-1,3-benzenediamine (7.48 g) in tetrahydrofuran (50 ml) was added slowly a 1.5M solution of n-butyl lithium in n-hexane (27.3 ml) at 0 C. The resultant mixture was stirred for 30 minutes at 0 C. To the mixture was added a solution of 3-chloro-6-fluorobenzo[d]isoxazole (1.8 g) in tetrahydrofuran (5 ml). After stirring for 15 minutes at 0 C. and for an hour at ambient temperature, the reaction mixture was poured into a mixture of water and ethyl acetate. The separated organic layer was washed well with 1N-hydrochloric acid and dried over potassium carbonate. After evaporation under reduced pressure, the residue was crystallized from methanol to give 5-chloro-N-(6-fluorobenzo[d]isoxazol-3-yl)benzene-1,3-diamine (1.54 g). APCI-Mass: 278 (m/z, (M+H)+) NMR(DMSO-d6, delta): 5.50(2H, s), 6.24(1H, t, J=3.7 Hz), 6.88(2H, t, J=1.9 Hz), 7.27(1H, dt, J=2.1, 9.0 Hz), 7.57(1H, dd, J=2.1, 9.0 Hz), 8.09-8.22(1H, m), 9.47(1H, s).

The chemical industry reduces the impact on the environment during synthesis 5-Chloro-m-phenylenediamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamada, Akira; Spears, Glen; Hayashida, Hisashi; Tomishima, Masaki; Ito, Kiyotaka; Imanishi, Masashi; US2003/176454; (2003); A1;,
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7006-52-2, name is N-Methyl-3-chloroaniline, 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. Computed Properties of C7H8ClN

TBAI in the reaction bottle (0.3mmol, 111 mg), compound1j (2mmol, 282 mg), compound2 (4mmol, 341 mg), NaOAc (4mmol, 164 mg), TBHP (0.60 ml), water (4.0 ml), tetrahydrofuran (4.0 ml). Then the system in the air 80 ¡ãC heating under the conditions of about 12 hours, quenched with saturated sodium sulfite solution, extraction with ethyl acetate (40 ml ¡Á 3), silica gel adsorption, through the simple column chromatography can get product3j,the yield is 75percent. The prepared test data mainly of the product are as follows, can be known through the analysis, the actual synthetic product is consistent with the theoretical analysis.

The synthetic route of 7006-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou University; Wan, Xiaobing; Wang, Hongxiang; Zhang, Jie; Shao, Ying; (22 pag.)CN105237435; (2016); A;,
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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. 94-97-3, name is 5-Chloro-1H-benzo[d][1,2,3]triazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Chloro-1H-benzo[d][1,2,3]triazole

General procedure: 1-phenylbutane-1,3-dione 1a (0.2 mmol, 32.4 mg), 1H-benzo[d][1,2,3]triazole 2a (0.2 mmol, 23.8 mg), N-bromosuccinimide (NBS) (39.2 mg, 1.2 equiv), KOtBu (44.8 mg, 2 equiv) and EtOAc (2 mL) were added to a flask with a magnetic stirring bar. The resulting mixture was stirred for 6 h at 60 oC. After cooling to room temperature, the mixture was diluted with ethyl acetate and filtered. The filtrate was removed under reduced pressure to get the crude product, which was further purified by silica gel chromatography (petroleum/ethyl acetate = 5/1-2/1 as eluent) to give product 3a and 4a as light yellow and pink solids. The identity and purity of the products was confirmed by 1H and 13C NMR spectroscopic analysis

According to the analysis of related databases, 94-97-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Chen, Wen-Lin; Li, Ji-Hui; Meng, Xu; Tang, Dong; Guo, Shuai-Bo; Chen, Bao-Hua; Tetrahedron Letters; vol. 54; 4; (2013); p. 295 – 299;,
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7781-10-4, name is 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine, 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. Product Details of 7781-10-4

Using General Procedure 3 to prepare Rlb and iodobenzene as reagents, 4-methoxy-7-phenyl-pyrrolo[2,3-d]pyrimidine (without hydrolysis) was obtained.The crude product (450 mg, 2 mmol) was dissolved in THF (18 ml), stirred at -78 C, then LDA solution (1.8 M, 1.7 ml, 3 mmol) was added. After stirring at -78 C for one hour, a solution of iodomethane (190 mul, 3 mmol) in THF (5 ml) was added and stirring was continued for 90 minutes. The reaction mixture was then diluted with brine (10 ml) and evaporated to Celite and purified by flash chromatography (hexane-EEO = 7-1).

The synthetic route of 7781-10-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LTD; KOTSCHY, ANDRAS; WEBER, CSABA; VASAS, ATTILA; MOLNAR, BALAZS; KISS, ARPAD; MACIAS, ALBA; MURRAY, JAMES BROOKE; LEWKOWICZ, ELODIE; GENESTE, OLIVIER; CHANRION, MAIA; DEMARLES, DIDIER; IVANSCHITZ, LISA; (502 pag.)TW2018/2094; (2018); A;,
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