1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE Chemical Properties

Melting point:

197-200°C

Boiling point:

96-100/0.07mm

Density 

1.143±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

pka

4.36±0.10(Predicted)

form 

liquid

color 

Brown

Safety Information

Hazard Codes 

Xi

Risk Statements 

43-52

Safety Statements 

36-37

HazardClass 

IRRITANT

HS Code 

2922290090

1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE Usage And Synthesis

Synthesis

Synthesis of Intermediate 8a: Methyl 2-(4-aminophenyl)acetate 4-Aminophenylacetic acid (10.0 g, 66.6 mmol) was dissolved in methanol (350 mL), stirred and concentrated. Concentrated sulfuric acid (3.88 mL, 72.77 mmol) was added slowly and dropwise. The reaction mixture was stirred at 50 °C overnight and subsequently cooled to room temperature and concentrated under vacuum. The concentrated mixture was diluted with water, neutralized with sodium carbonate (Na2CO3) until the solid precipitated, and then extracted with dichloromethane (DCM). The organic layer was dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated to give methyl 2-(4-aminophenyl)acetate (9.75 g, 59.02 mmol, 89% yield). Method 2: RT: 0.60 min, m/z 165.9 [M + H]+.

References

[1] Patent: US2014/303218, 2014, A1. Location in patent: Paragraph 0088-0089
[2] Dalton Transactions, 2018, vol. 47, # 15, p. 5259 - 5268
[3] Patent: WO2016/51193, 2016, A1. Location in patent: Paragraph 00249; 00250; 00251
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 6, p. 1784 - 1789
[5] Journal of Medicinal Chemistry, 1997, vol. 40, # 7, p. 1049 - 1062

1-(CHLOROMETHYL)-3,5-BIS(METHYLSULFONYL)BENZENE(39552-81-3)Related Product Information

• 4-Aminophenylacetonitrile
• Methyl p-nitrophenylacetate
• 4-Aminophenylacetic acid
• Methyl α-methyl-p-aminophenylacetate
• ETHYL 4-NITROPHENYLGLYOXYLATE
• Ethyl 4-nitrophenylacetate
• 7-Diethylamino-3-(4'-maleimidylphenyl)-4- methylcoumarin
• BIS(2,4-DINITROPHENYL)ACETIC ACID ETHYL ESTER
• Vincristine sulfate
• Ethyl 4-aminophenylacetate
• METHYL 2,4-DINITROPHENYLACETATE
• 3-(4-AMINO-PHENYL)-CHROMEN-2-ONE
• ETHYL 2-(4-AMINO-3-METHOXYPHENYL)-3,3,3-TRIFLUORO-2-HYDROXYPROPANOATE
• ETHYL 2-(4-[(2-CHLOROACETYL)(METHYL)AMINO]PHENYL)-3,3,3-TRIFLUORO-2-HYDROXYPROPANOATE
• 5-[(DIMETHYLAMINO)METHYLENE]-4-METHYL-3-(4-NITROPHENYL)-2(5H)-FURANONE
• 3,3,3-TRIFLUORO-2-HYDROXY-2-(4-METHYLAMINO-PHENYL)-PROPIONIC ACID ETHYL ESTER
• 2-OXOPROPYL 2-(4-NITROPHENYL)ACETATE
• METHYL 2-(4-[(([(1-CHLOROETHYLIDENE)AMINO]OXY)CARBONYL)(METHYL)AMINO]PHENYL)-3,3,3-TRIFLUORO-2-HYDROXYPROPANOATE