97-07-4

Basic information

• Product Name: 4-Chloro-3-nitrophenyl methyl sulfone
• Synonyms: 2-CHLORO-5-METHYLSULFONYLNITROBENZENE;BUTTPARK 46\04-11;3-Nitro-4-chlorophenylmethylsulphone;1-CHLORO-4-METHANESULFONYL-2-NITRO-BENZENE;1-chloro-4-mesyl-2-nitro-benzene;4-Chloro-3-nitrophen;Benzene, 1-chloro-4-(methylsulfonyl)-2-nitro-;Sulfone, 4-chloro-3-nitrophenyl methyl
• CAS NO: 97-07-4
• Molecular Formula: C₇H₆ClNO₄S
• Molecular Weight: 235.64
• EINECS: 202-557-7
• Product Categories: Benzene derivates
• Mol File: 97-07-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 123.0 to 127.0 °C
• Boiling Point: 414.179 °C at 760 mmHg
• Flash Point: 204.288 °C
• Appearance: /
• Density: 1.52 g/cm³
• Vapor Pressure: 1.09E-06mmHg at 25°C
• Refractive Index: 1.572
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 4-Chloro-3-nitrophenyl methyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-3-nitrophenyl methyl sulfone(97-07-4)
• EPA Substance Registry System: 4-Chloro-3-nitrophenyl methyl sulfone(97-07-4)

Safety Data

• Hazardous Substances Data: 97-07-4(Hazardous Substances Data)

Usage

General Description

4-Chloro-3-nitrophenyl methyl sulfone is a chemical compound that belongs to the class of sulfone compounds. It is a yellow crystalline powder with the molecular formula C7H6ClNO4S and a molar mass of 243.65 g/mol. 4-Chloro-3-nitrophenyl methyl sulfone is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is known for its diverse range of applications in organic chemistry, including as a reagent in various chemical reactions. Additionally, 4-Chloro-3-nitrophenyl methyl sulfone is also used in the production of dyes and pigments. However, it should be handled with care due to its potential health hazards and environmental risks.

InChI:InChI=1/C7H6ClNO4S/c1-14(12,13)5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3

Synthetic route

4-chlorophenyl methyl sulfone (98-57-7) → 1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4)

Conditions	Yield
With sulfuric acid; nitric acid at 25℃; for 2h;	99.7%
(nitration);

4-chlorobenzenesulfonyl chloride (98-60-2) → 1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium sulfite; sodium hydrogencarbonate / water / 4 h / 75 °C 1.2: 15 h / 105 - 107 °C 2.1: sulfuric acid; nitric acid / 2 h / 25 °C View Scheme

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → C12H13NO8S (917562-22-2)

Conditions	Yield
Stage #1: malonic acid dimethyl ester With potassium tert-butylate In tert-butyl alcohol Stage #2: 1-chloro-4-methanesulfonyl-2-nitrobenzene In tert-butyl alcohol at 20℃; for 15h; Heating / reflux;	100%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 2-bromothiophenol (6320-02-1) → 2'-Brom-2-nitro-4-methylsulfonyl-diphenylsulfid

Conditions	Yield
In ethanol at 40 - 80℃; for 0.5h;	99%
With sodium hydroxide

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + methyl 2-cyanoacetate (105-34-0) → methyl 2-cyano-2-(4-(methylsulfonyl)-2-nitrophenyl)acetate

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 60℃; for 1h;	96%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 3-Amino-1,2-propanediol (616-30-8, 13552-31-3) → 4-(β,γ-dihydroxypropylamino-3-nitro)phenyl methyl sulfone (120381-40-0)

Conditions	Yield
In dimethyl sulfoxide	95%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 2-fluorothiophenol (2557-78-0) → 2-(2-fluorophenylthio)-5-(methylsulfonyl)nitrobenzene (129846-91-9)

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 4h;	95%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + N-(2-cyanoethyl)-N-methylamine (693-05-0) → 3-[(4-Methanesulfonyl-2-nitro-phenyl)-methyl-amino]-propionitrile (81689-46-5)

Conditions	Yield
In butan-1-ol at 118℃; for 2h;	91%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + toluene (108-88-3) → C14H14ClNO2S

Conditions	Yield
With tert.-butylhydroperoxide; hydrogen In water; toluene at 160℃; under 30003 Torr; for 36h; Autoclave;	84%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + (3-chlorophenyl)(pyridin-2-yl)methanamine (39930-15-9) → (rac)-N-((3-chlorophenyl)(pyridin-2-yl)methyl)-4-(methylsulfonyl)-2-nitroaniline

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 130℃; for 0.5h; Sealed tube; Microwave irradiation;	83%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one (154714-19-9) → 2,2-dimethyl-5-[4-(methylsulfonyl)-2-nitrophenoxy]-4H-1,3-benzodioxin-4-one (862298-42-8)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 7h;	80%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + N,N-dimethylethylenediamine (108-00-9) → 4-(β-dimethylaminoethyl)amino-3-nitrophenyl methyl sulfone (120381-41-1)

Conditions	Yield
In dimethyl sulfoxide; ethyl acetate	78%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 1-methoxycarbonyl-3-methylbenzene (99-36-5) → C16H16ClNO4S

Conditions	Yield
With tert.-butylhydroperoxide; hydrogen In water; toluene at 160℃; under 30003 Torr; for 36h; Autoclave;	73%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 2-fluorothiophenol (2557-78-0) → 4-(ethylthio)-3-nitrophenyl methyl sulfone (129846-93-1) + 2-(2-fluorophenylthio)-5-(methylsulfonyl)nitrobenzene (129846-91-9) + 3,4-bis(2-fluorophenylthio)phenyl methyl sulfone (129846-92-0) + di(4-(methylsulfonyl)-2-nitrophenyl) sulfide

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3.5h;	A 4.96% B 63% C 8.03 g D 1.50 g
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 3.5h;	A 4.96 g B 63% C 8.03 g D 1.50 g

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 3-ethylamino propionitrile (21539-47-9) → 3-nitro-4-ethylaminophenyl methyl sulfone (21355-97-5) + 2-nitro-4-methylsulfonyl-N-ethyl-N-β-cyanoethylaniline (81676-76-8)

Conditions	Yield
In methanol for 42h; Heating;	A 43% B 56%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 2-(4'-aminophenyl)ethyl alcohol (104-10-9) → 2-{4-[4-(methylsulfonyl)-2-nitroanilino]phenyl}ethanol

Conditions	Yield
With sodium carbonate In ethanol at 100℃; for 16h;	34%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 3,4-dihydroxythiophene-2,5-dicarboxylic acid diethyl ester (1822-66-8) → 6-(methylsulfonyl)benzo[b]thieno[3,4-e][1,4]dioxine

Conditions	Yield
With potassium carbonate; lithium bromide In N,N-dimethyl acetamide at 200℃; for 1h; Microwave irradiation; Sealed tube; Inert atmosphere;	20.9%

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + ethanol (64-17-5) + sodium methansulfinate (20277-69-4) → 1,4-bis-methanesulfonyl-2-nitro-benzene

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 2-(4-aminophenoxy)ethanol (6421-88-1) → 2-[4-(4-methanesulfonyl-2-nitro-anilino)-phenoxy]-ethanol

Conditions	Yield
With ethanol; sodium carbonate

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + sodium methansulfinate (20277-69-4) → 1,4-bis-methanesulfonyl-2-nitro-benzene

Conditions	Yield
With ethanol

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + sodium methylate (124-41-4) → 4-methanesulfonyl-1-methoxy-2-nitro-benzene (20945-69-1)

Conditions	Yield
With methanol

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → 1-ethoxy-4-methanesulfonyl-2-nitro-benzene (21081-73-2)

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → 1-fluoro-4-methanesulfonyl-2-nitrobenzene (453-72-5)

Conditions	Yield
With potassium fluoride at 180℃;

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → bis-(4-methanesulfonyl-2-nitro-phenyl)-sulfide (100620-98-2)

Conditions	Yield
With alkali sulfide

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 4-methoxy-aniline (104-94-9) → (4-methanesulfonyl-2-nitro-phenyl)-(4-methoxy-phenyl)-amine (92192-70-6)

Conditions	Yield
With ethanol

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + aniline (62-53-3) → (4-methanesulfonyl-2-nitro-phenyl)-phenyl-amine (16588-01-5)

Conditions	Yield
With ethanol

carbon disulfide (75-15-0) + 1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → 2-chloro-5-methanesulfonyl-benzothiazole (61700-73-0)

Conditions	Yield
(i) Na2S3, (ii) /BRN= 1098293/, (iii) SO2Cl2; Multistep reaction;

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) → 1-(4-(methylsulfonyl)-2-nitrophenyl)piperidine (18543-01-6)

Conditions	Yield
With /BRN= 102438/ In dimethyl sulfoxide at 45℃; Rate constant;

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + N-(2-cyanoethyl)-N-methylamine (693-05-0) → methyl 4-methyl-amino-3-nitrophenyl sulfone (30388-44-4) + 3-[(4-Methanesulfonyl-2-nitro-phenyl)-methyl-amino]-propionitrile (81689-46-5)

Conditions	Yield
In butan-1-ol at 118℃; for 40h;

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + 3-diethylaminopropionitrile (5351-04-2) → hydrochloride of 3-diethylaminopropionitrile (37899-75-5) + N,N-diethyl-4-(methylsulfonyl)-2-nitroaniline (81676-67-7) + acrylonitrile (107-13-1)

Conditions	Yield
In i-Amyl alcohol

1-chloro-4-methanesulfonyl-2-nitrobenzene (97-07-4) + potassium ethyl xanthogenate (140-89-6) → Dithiocarbonic acid O-ethyl ester S-(4-methanesulfonyl-2-nitro-phenyl) ester

Conditions	Yield
In ethanol for 18h; Ambient temperature;

Upstream product

• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 98-57-7 4-chlorophenyl methyl sulfone 

Downstream Products

• 20945-69-1 4-methanesulfonyl-1-methoxy-2-nitro-benzene 
• 21081-73-2 1-ethoxy-4-methanesulfonyl-2-nitro-benzene 
• 453-72-5 1-fluoro-4-methanesulfonyl-2-nitrobenzene 
• 100620-98-2 bis-(4-methanesulfonyl-2-nitro-phenyl)-sulfide 
• 92192-70-6 (4-methanesulfonyl-2-nitro-phenyl)-(4-methoxy-phenyl)-amine 
• 18543-01-6 1-(4-(methylsulfonyl)-2-nitrophenyl)piperidine 
• 30388-44-4 methyl 4-methyl-amino-3-nitrophenyl sulfone 
• 81689-46-5 3-[(4-Methanesulfonyl-2-nitro-phenyl)-methyl-amino]-propionitrile 
• 37899-75-5 hydrochloride of 3-diethylaminopropionitrile 
• 81676-67-7 N,N-diethyl-4-(methylsulfonyl)-2-nitroaniline 
• 107-13-1 acrylonitrile 
• 129846-93-1 4-(ethylthio)-3-nitrophenyl methyl sulfone 
• 129846-91-9 2-(2-fluorophenylthio)-5-(methylsulfonyl)nitrobenzene 
• 129846-92-0 3,4-bis(2-fluorophenylthio)phenyl methyl sulfone 

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