Month: December 2020

Reference of 1435-48-9, A common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, molecular formula is C6H3Cl2F, 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. 1-(2,4-Dichlorophenyl)piperazine A mixture of 1,3-dichloro-4-fluorobenzene (Aldrich; 4.21 g), piperazine (Aldrich; 11.0 g), and N,N-dimethylacetamide (Aldrich; 15 mL) is heated at 165 C. for 6.5 h. After cooling, the mixture is partitioned between dichloromethane and aq. sodium bicarbonate. The organic layers are dried over sodium sulfate and concentrated under reduced pressure to give 4.48 g of 1-(2,4-dichlorophenyl) piperazine. 1 H NMR (CDCl3) delta3.00, 3.06, 6.96, 7.19, 7.36.

The synthetic route of 1435-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn Company; US5912246; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 29671-92-9, A common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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 ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.3 g, 1.13 mmol), chloroformamidine hydrochloride (0.33 g, 2.83 mmol) and dimethylsulfone (0.53 g, 5.65 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.28 g, 95%).1H NMR (300 MHz, DMSO, 25 C.): delta=11.05 (s, 1H, NH), 7.66-7.71 (m, 2H, PhH), 7.51 (s, 1H, CH), 7.23 (t, J=8.8 Hz, PhH), 6.73 (s, 2H, NH2) ppm.HRMS: calcd for C12H9FN3OS 262.04504, found 262.04413.

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; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; US2012/46278; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 106-39-8, name is 1-Bromo-4-chlorobenzene, 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 106-39-8, Recommanded Product: 106-39-8

General procedure: A Schlenk flask was charged with an appropriate amount of complex 2b (0.016mmol, 2.0mol%) and the corresponding bromo or iodo arene (0.77mmol). The flask was cycled with nitrogen and vacuum. Afterwards a THF solution of benzylzinc bromide (2.2mL, 1.1mmol, 0.5M in THF) was added. The flask was sealed and heated at 70C for 24h. After that time, the mixture was cooled, and dichloromethane and water were added. The aqueous layer was extracted with dichloromethane and the collected organic layers were washed with water and dried with Na2SO4. The coupling product was confirmed by GC-MS (with n-dodecane as internal standard) and NMR analysis. The analytical properties of the products are in agreement with literature data [6a,24].

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, 1-Bromo-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Someya, Chika I.; Irran, Elisabeth; Enthaler, Stephan; Inorganica Chimica Acta; vol. 421; (2014); p. 136 – 144;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 7051-16-3, A common heterocyclic compound, 7051-16-3, name is 1-Chloro-3,5-dimethoxybenzene, molecular formula is C8H9ClO2, 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.

REFERENCE EXAMPLE 68 5-Chloro-1,3-Dihydroxybenzene A solution 5-chloro-1,3-dimethoxybenzene (20.71 g) in dichloromethane (50 ml) at -78 C. was treated dropwise with a solution of boron tribromide (56 ml) in dichloromethane (250 ml), maintaining the temperature at -78 C. The mixture was slowly warmed to room temperature then left at ambient temperature for 48 hours. The reaction mixture was quenched with water (100 ml), (sodium hydroxide scrubber required) and partitioned between water (1000 ml) and dichloromethane (1000 ml). The organic layer was separated and the aqueous layer was extracted twice with a mixture of dichlioromethane and methanol (500 min, 98:2, v/v). The combined organic extracts were washed with saturated brine (200 ml), dried over magnesium sulphate and evaporated affording the title compound (10.17 g) as a yellow/orange oil which was used without further purification.

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; Rhone-Poulenc Rorer Limited; US6124343; (2000); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4152-90-3, name is (3-Chlorophenyl)methanamine, molecular formula is C7H8ClN, 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. Recommanded Product: 4152-90-3

Example 1 2-amino-6-(3-chlorobenzylamino)purine 4 mmol of 2-amino-6-chloropurine were dissolved in 20 mL of butanol and then 5 mmol of 3-chlorobenzylamine and 6 mmol of triethylamine were added. The mixture was reacted at 90¡ã C. for 4 hr. After cooling, the product was filter out and washed with water and butanol and crystallized from dimethyformamide or ethanol. HPLC: purity>98percent. Yield 95percent. Table 1 compound prepared by the method of example 1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4152-90-3, its application will become more common.

Reference:
Patent; CHEN, Han-Min; KUO, Cheng-Yi; HUANG, Chun-Fang; LIN, Jiun-Tsai; US2014/303112; (2014); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, 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. category: chlorides-buliding-blocks

2-(4- Aminophenyl) butanoic acid (397.3 mg, 2.0 mmol) was suspended with stirring in trifluoroacetic anhydride (277.4 uL, 2.0 mmol). Then (2-chloroethoxy)benzene (252.4 uL, 1.8 mmol) was added dropwise and the resulting mixture was stirred at room temperature overnight. The reaction was quenched with saturated sodium bicarbonate solution (5 mL) and extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by reverse-phased chromatography (C-10 column, gradient of acetonitrile in water with 0.1% formic acid) to afford 297.1 mg (49%) of the desired product as a yellow solid. NMR (400 MHz, MeOD) delta 7.99 (d, J (0800) = 8.9 Hz, 2H), 7.28 (m, 4H), 6.96 (d, J = 8.9 Hz, 2H), 4.58 (t, J = 7.2 Etazeta, IotaEta), 4.27 (t, J = 5.5 Hz, 2H), 3.84 (t, J = 5.5 Hz, 2H), 2.11 (m, 1H), 1.78 (m, 1H), 0.88 (t, J = 7.3 Hz 3H); MS (ESI) (m/z) 318.1/320.1 (M+H)+.

The synthetic route of (2-Chloroethoxy)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CHILDERS, Wayne, E.; ABOU-GHARBIA, Magid; JACOBSON, Marlene, A.; FAN, Rong; MARTINEZ, Rogelio, L.; MELENSKI, Edward, George; (126 pag.)WO2017/205451; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, 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 61881-19-4, Formula: C8H5ClF3N

To 1,3,4,5-tetra-O-benzoylfructose 3 (594 mg, 1 mmol) and Nphenyl trifluoroacetimidoyl chloride (0.45 mL, 3 mmol) in acetone (AR grade, 8 mL) was added K2CO3 (410 mg, 3 mmol), and the mixture was stirred at rt for 2 h. The mixture was filtered, concentrated, and the residuewas purified by column chromatography (hexane/EtOAc 7:1) to obtain 4 as white foam (756 mg, 98%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Lin, Feng; Lian, Gaoyan; Xu, Qiulong; Zhu, Xiaofeng; Tetrahedron; vol. 69; 3; (2013); p. 1128 – 1132;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 54932-72-8, The chemical industry reduces the impact on the environment during synthesis 54932-72-8, name is 4-Bromo-1-chloro-2-methylbenzene, I believe this compound will play a more active role in future production and life.

A mixture of 7-amino-2,2-dimethyl-2H-l,4-benzoxazin-3(4H)-one (compound obtained in Reference Example 3(1); 150 mg), 5-bromo-2-chlorotoluene (321 mg), copper(I) iodide (37 mg), potassium carbonate (216 mg), N,N’-dimethylethylenediamine (40 muL) and toluene (8 mL) was heated at 110 C overnight under argon atmosphere. After cooling, to the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel (solvent; n-hexane/ethyl acetate = 4/1 -? 1/1) to give 7-amino-4-(4-chloro- 3-methylphenyl)-2,2-dimethyl-2H-l,4-benzoxazin-3(4H)-one (98 mg) as a pale orange powder.MS(APCI) m/z: 317/319 [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, 4-Bromo-1-chloro-2-methylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; WO2007/89034; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 98446-49-2, name is 2,4-Dichloro-5-methoxyaniline, 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. category: chlorides-buliding-blocks

Cyanoacetic acid (50 g) was added to ethyl acetate (400 mL) at 25 C followed by addition of dimethylformamide (2 mL). The obtained reaction mixture was cooled to 0C and oxalyl chloride (82.6 g) was slowly added at 0C to 5C over a period of about 60 minutes. The temperature of the reaction mixture was raised up to 25C to 28C and stirred for 2 hours. 2,4-dichloro-5-methoxyaniline (100 g, obtained from Step-3) was added to the reaction mixture and heated up to 55C to 60C under stirring for about 2 hours. Deionized water (200 mL) was added to the reaction mixture at 20C to 30C followed by stirring for 1 hour. The product obtained was filtered and washed with ethyl acetate (50 mL) followed by deionized water (500 mL) and ethyl acetate (200 mL) respectively. The wet product was dried in air oven to provide the title product. Yield: 97 g Chromatographic Purity: 99.67%

The synthetic route of 2,4-Dichloro-5-methoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; HANDIQUE, Sourav; KUMAR, Ashok; GOTTIPAMULA, Narender; JAIN, Amit Kumar; PRASAD, Mohan; SINGH, Kaptan; (10 pag.)WO2019/186429; (2019); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 766545-20-4, 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 766545-20-4 as follows.

To a solution of 2-chloro-5,6,7,8-tetrahydro-l,6-naphthyridine hydrochloride (available from Activate Scientific) (3.0 g, 15 mmol) in DCM (50 mL) was added NEt3 (4.44 g, 6.1 mL, 44 mmol). After 15 min, methylchloroformate (2.1 g, 1.7 mL, 22 mL) was added and the resulting mixture stirred at RT for 16 h. The reaction was diluted with DCM, washed with saturated NaHCO3 (aq.), then brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by FCC (SiO2, eluting with 2:1 heptane / EtOAc) to give the title compound (3.17 g, 96%) as white solid.LCMS data: Calculated MH+ (227); Found 100% (MH+) m/z 227, Rt = 1.11 (2 min method). 1H NMR (500 MHz, CHLOROFORM-J) delta ppm 7.38 (1 H, br. s.), 7.18 (1 H, d, J=8.1 Hz), 4.62 (2 H, br. s.), 3.78 – 3.83 (2 H, m), 3.72 (3 H, s), 3.00 (2 H, t, J=5.3 Hz).

According to the analysis of related databases, 766545-20-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EVOTEC NEUROSCIENCES GMBH; WO2009/121812; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics