Category: 32768-54-0

32768-54-0, name is 2,3-Dichlorotoluene, 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. Formula: C7H6Cl2

Example 14 endo-8-(2-Chloro-3-methyl-4-nitrophenyl)-8-azabicyclo[3.2.1]octan-3-ol (196MBT14-B) To a suspension of 2,3-dichlorotoluene (500 mg, 3.11 mmol) in concentrated sulfuric acid (2.5 mL) was added dropwise a solution of potassium nitrate (314 mg, 3.11 mmol) in concentrated sulfuric acid (2.5 mL) at room temperature. The resulting suspension was stirred 1 hour at room temperature and then poured into ice/water (100 mL) under stirring. The resulting aqueous phase was basified to pH 10 by addition of 25% aqueous ammonia and subsequently extracted with dichloromethane (2×100 mL). The combined organic phases were dried over sodium sulphate, filtered and evaporated. The crude product was purified by preparative TLC (0-100% ethyl acetate in heptane) to give a 4:1 mixture of 6- and 5-nitrated product (232 mg). 80 mg of this mixture was dissolved in pyridine (1 mL). Nortropine (198 mg, 1.553 mmol) was added and the mixture was heated to 110 C. in a sealed flask for 20 hours and then concentrated. The residue was dissolved in 2 M HCl (20 mL) and extracted with dichloromethane (2×20 mL). The combined organic phases were dried over Na2SO4, filtered and evaporated, and the resulting oil was purified by preparative TLC (eluting with dichloromethane) to afford the title compound (35 mg, 14% from 2,3-dichlorotoluene) as a yellow solid. LC/MS m/z 297 [M+H]+. 1H-NMR (CDCl3) delta 7.76 (d, J=10.5, 1H), 6.80 (d, J=10.5, 1H), 4.24-4.16 (m, 1H), 4.14-4.05 (m, 2H), 2.59 (s, 3H), 2.40-2.25 (m, 4H), 1.97-1.81 (m, 4H), 1.55 (s, 1H).

The synthetic route of 32768-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schlienger, Nathalie; Thygesen, Mikkel Boas; Pawlas, Jan; Badalassi, Fabrizio; Lewinsky, Rasmus; Lund, Birgitte Winther; Olsson, Roger; US2006/160845; (2006); 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. 32768-54-0, name is 2,3-Dichlorotoluene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6Cl2

EXAMPLE 1 Preparation of 2,3-dichloro-6-nitrotoluene 208 mmole concentrated nitric acid and 270 mmole concentrated sulfuric acid were mixed and cooled to ambient temperature. 200 mmole 2,3-dichlorotoluene was added to a reaction flask and was cooled in an ice-water bath. The acid mixture was added slowly with stirring to the dichlorotoluene keeping the dichlorotoluene in the ice-water bath. After all the acid had been added, the mixture in the ice-water bath was stirred for about 10 minutes. A drying tube was attached to the reaction flask and the reaction mixture warmed to ambient temperature. The reaction mixture was heated at 50 C. with stirring for three hours. The reaction mixture was transferred to a separatory funnel and the acid drained. The organic layer was washed with water and discarded. 1 % sodium carbonate was added to neutralize the acid. Ethyl acetate was added and partitioned the product to the organic phase. Ethyl acetate was added until the organic phase cleared. The organic phase was washed with water, followed by washing with half-saturated aqueous brine solution and washing with saturated aqueous brine solution. The organic phase was dried with sodium sulfate and the solvent evaporated under reduced pressure. The crude product was purified by flash column chromatography using silica gel 60 (35 to 70-um particle size) at 5% product loading. The elution solvent was 100% hexane. Unreacted starting material elutes first followed by the ortho nitro product then by a material hypothesized to be the para nitro compounds. The yield was about 50% of a light yellow solid based on 2,3-dichlorotoluene.

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; Roberts Laboratories Inc.; US5801245; (1998); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

32768-54-0, name is 2,3-Dichlorotoluene, 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. Formula: C7H6Cl2

Example 1: Synthesis of 2,3-dichlorobenzotrichloride; A UV photochlorination reactor was loaded with 245 g of 2,3-dichlorotoluene (1.52 moles) and 1225 g of CCl4. The reactor was heated to 75 0C and chlorine was introduced at a flow of 190 g/h. At the end of the reaction, the flow is decreased to minimize break-through of chlorine. The crude mixture was analyzed showing a content of 2,3-dichlorobenzal chloride < 0.2 %. The solvent CCl4 was distilled from the reaction mixture at 600 to 800 mbar. The crude product was then let to distil at 13 mbar and 128 0C giving 334.2 g of 2,3- dichlorobenzotrichloride with a GC assay of 98.2 %. Yield was 81.6 %.; Example 3: Synthesis of 2,3-dichlorobenzotrichloride; A UV photochlorination reactor was loaded with 220.5 g of 2,3-dichlorotoluene (1.37 moles) and 1584 g of CCl4. The reactor was heated to 75 0C and chlorine was introduced at a flow of 190 g/h. At the end of the reaction, the flow was decreased to minimize break-through of chlorine. The crude mixture was analyzed showing a content of 2,3-dichlorobenzal chloride < 0.2 %. The solvent was distilled from the reaction mixture (1808 g) giving 1351 g of CCl4. The crude 2,3-dichlorobenzotrichloride (366.5 g) had a GC assay of 96.0 %. Yield was 97.1%.; Example 5: Synthesis of 2,3-dichlorobenzotrichloride; A UV photochlorination reactor was loaded with 1042 g of 2,3-dichlorotoluene (6.47 moles). The reactor was heated to 100 0C and chlorine was introduced at a flow of 370 g/h. At the end of the reaction, the flow was decreased to 40 g/h to minimize break-through of chlorine. The crude mixture was analysed showing a content of 2,3-dichlorobenzal chloride of 0.3 %. The 2,3-dichlorobenzotrichloride (1675.5 g) was obtained with a GC assay of 97.2 %. Yield was 95.2 %. The synthetic route of 32768-54-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; CALAIRE CHIMIE SAS; WO2007/138075; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 32768-54-0, These common heterocyclic compound, 32768-54-0, name is 2,3-Dichlorotoluene, 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: In a 1L reactor,add 61.5 g of 2,3-dichlorotoluene, 3.075 g of azobisisobutyronitrile (5%), 215.25 g of 2-dichloroethane, heat the mixture at 75 C and add 44 g of bromine drop wise,reflux reaction till red bromine fades , Intermittent drip and 136.2g27.5% hydrogen peroxide continues to react till red bromine no longer generates. Add a 49.2g30% aqueous solution of sodium carbonate to the reaction solution, reflux reaction for 8 h ,at the same time recover1,2-dichloroethane.

Statistics shows that 2,3-Dichlorotoluene is playing an increasingly important role. we look forward to future research findings about 32768-54-0.

Reference:
Patent; Lianyungang Industry Investment Group Co., Ltd.; Jiang Honglai; Jiang Xiao; Han Yong; Zang Han; Zhu Chengjie; Shen Weiwei; (5 pag.)CN107032968; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

32768-54-0, name is 2,3-Dichlorotoluene, 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. COA of Formula: C7H6Cl2

Example 14 endo-8-(2-Chloro-3-methyl-4-nitrophenyl)-8-azabicyclo[3.2.1]octan-3-ol (196MBT14-B) To a suspension of 2,3-dichlorotoluene (500 mg, 3.11 mmol) in concentrated sulfuric acid (2.5 mL) was added dropwise a solution of potassium nitrate (314 mg, 3.11 mmol) in concentrated sulfuric acid (2.5 mL) at room temperature. The resulting suspension was stirred 1 hour at room temperature and then poured into ice/water (100 mL) under stirring. The resulting aqueous phase was basified to pH 10 by addition of 25% aqueous ammonia and subsequently extracted with dichloromethane (2¡Á100 mL). The combined organic phases were dried over sodium sulphate, filtered and evaporated. The crude product was purified by preparative TLC (0-100% ethyl acetate in heptane) to give a 4:1 mixture of 6- and 5-nitrated product (232 mg). 80 mg of this mixture was dissolved in pyridine (1 mL). Nortropine (198 mg, 1.553 mmol) was added and the mixture was heated to 110 C. in a sealed flask for 20 hours and then concentrated. The residue was dissolved in 2 M HCl (20 mL) and extracted with dichloromethane (2¡Á20 mL). The combined organic phases were dried over Na2SO4, filtered and evaporated, and the resulting oil was purified by preparative TLC (eluting with dichloromethane) to afford the title compound (35 mg, 14% from 2,3-dichlorotoluene) as a yellow solid. LC/MS m/z 297 [M+H]+. 1H-NMR (CDCl3) delta 7.76 (d, J=10.5, 1H), 6.80 (d, J=10.5, 1H), 4.24-4.16 (m, 1H), 4.14-4.05 (m, 2H), 2.59 (s, 3H), 2.40-2.25 (m, 4H), 1.97-1.81 (m, 4H), 1.55 (s, 1H).

The synthetic route of 32768-54-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schlienger, Nathalie; Thygesen, Mikkel Boas; Pawlas, Jan; Badalassi, Fabrizio; Lewinsky, Rasmus; Lund, Birgitte Winther; Olsson, Roger; US2006/160845; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics