Product Name

  • Name

    2-Methylbenzene-1-sulfonamide

  • EINECS 201-808-8
  • CAS No. 88-19-7
  • Article Data37
  • CAS DataBase
  • Density 1.271 g/cm3
  • Solubility Soluble in water (1.6 g/L at 25°C).
  • Melting Point 155 °C
  • Formula C7H9NO2S
  • Boiling Point 330.2 °C at 760 mmHg
  • Molecular Weight 171.22
  • Flash Point 153.5 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety 26-36/37
  • Risk Codes 36-40
  • Molecular Structure Molecular Structure of 88-19-7 (2-Methylbenzene-1-sulfonamide)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms o-Toluenesulfonamide(7CI,8CI);2-Methylbenzenesulfonamide;2-Methylphenyl sulfonamide;2-Tolylsulfonamide;NSC 2185;Toluene-2-sulfonamide;o-Methylbenzenesulfonamide;o-Toluenesulfamide;p-Toluene-2-sulfonamide;Benzenesulfonamide,2-methyl-;
  • PSA 68.54000
  • LogP 2.42350

Synthetic route

2-methyl-2-(toluene-2-ylsulfonylamino)propionic acid

2-methyl-2-(toluene-2-ylsulfonylamino)propionic acid

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With oxygen; copper(II) oxide In dimethyl sulfoxide at 100℃; for 8h;93%
2-thiocresol
137-06-4

2-thiocresol

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide; ammonium hydroxide; iodine In water; acetonitrile at 100℃; for 16h;87%
With ammonium hydroxide; manganese(IV) oxide; oxygen In water; N,N-dimethyl-formamide at 90℃; under 7500.75 Torr; for 40h; Autoclave;83%
With [bis(acetoxy)iodo]benzene; ammonium carbamate In methanol at 25℃; for 24h; Inert atmosphere; chemoselective reaction;78%
hexylidenetriphenylphosphoran
16666-79-8, 19493-12-0

hexylidenetriphenylphosphoran

N-benzylidene-2-methylbenzenesulfonamide
14674-28-3

N-benzylidene-2-methylbenzenesulfonamide

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

(18)O-triphenylphosphine oxide
98511-61-6

(18)O-triphenylphosphine oxide

Conditions
ConditionsYield
Stage #1: hexylidenetriphenylphosphoran; N-benzylidene-2-methylbenzenesulfonamide In tetrahydrofuran; hexane at -78 - 20℃; for 12h; Inert atmosphere;
Stage #2: With 18O-labeled water In tetrahydrofuran; hexane at 20℃; for 4h; stereoselective reaction;		A 72%
B 82%
...Expand
2-methylphenyl diazonium tetrafluoroborate
2093-46-1

2-methylphenyl diazonium tetrafluoroborate

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere;70%
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere; Schlenk technique;70%
N-Ethyl(o-methyl)benzenesulfonamide

N-Ethyl(o-methyl)benzenesulfonamide

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 30 - 40℃; for 3h; Dealkylation; Irradiation;69%
With [bis(acetoxy)iodo]benzene; iodine In 1,2-dichloro-ethane at 30 - 40℃; for 3h; ultrasonic irradiation;69%
triisopropyl(o-tolylthio)silane

triisopropyl(o-tolylthio)silane

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Stage #1: triisopropyl(o-tolylthio)silane With sulfuryl dichloride; potassium nitrate In acetonitrile at 0℃;
Stage #2: With ammonium hydroxide In acetonitrile		67%
ortho-tolylmagnesium bromide
932-31-0

ortho-tolylmagnesium bromide

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With N-sulfinyl-O-(tert-butyl)hydroxylamine In tetrahydrofuran at -78 - 20℃; for 18h; Inert atmosphere;64%
(i) SO2Cl2, (ii) aq. NH3; Multistep reaction;
sodium (o-tolylsulfonyl)amide
27444-83-3

sodium (o-tolylsulfonyl)amide

methyl iodide
74-88-4

methyl iodide

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

N-methyl(o-methyl)benzenesulfonamide
13440-22-7

N-methyl(o-methyl)benzenesulfonamide

C

N,N,2-trimethylbenzenesulfonamide
67448-06-0

N,N,2-trimethylbenzenesulfonamide

Conditions
ConditionsYield
In methanol for 16h; Inert atmosphere; Schlenk technique;A 15%
B n/a
C 27%
...Expand
toluenesulfinic acid
13165-77-0

toluenesulfinic acid

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With ethanol; ammonia; chlorine at 35 - 40℃;
toluene
108-88-3

toluene

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
With aluminium trichloride; sulphamoyl chloride
Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With ammonia; water
With ammonia aus p-Toluolsulfochlorid enthaltendem Edukt1 mit gasfoermigem oder fluessigem Edukt2 und Entfernen aus dem Rohamid des Chlorammoniums durch wenig kaltes Wasser;
With ammonium hydroxide; sodium hydroxide In water
2-methylbenzenesulfonyl isocyanate
32324-19-9

2-methylbenzenesulfonyl isocyanate

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With Methamphetamin In dichloromethane for 0.5h; Yield given;
With water Yield given;
C13H7F5INO2S

C13H7F5INO2S

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
In toluene for 1h; Heating;
N-(1,1-dioxo-1λ6-benz[d]isothiazol-3-yl)-toluene-2-sulfonamide
14121-26-7

N-(1,1-dioxo-1λ6-benz[d]isothiazol-3-yl)-toluene-2-sulfonamide

alkaline solution

alkaline solution

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

saccharin
81-07-2

saccharin

...Expand
ammonium hydroxide

ammonium hydroxide

Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

ammonium carbonate

ammonium carbonate

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Toluene-2-sulfonyl chloride
133-59-5

Toluene-2-sulfonyl chloride

ammonium dicarbonate

ammonium dicarbonate

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

o-toluenesulfo bromide

o-toluenesulfo bromide

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
With ethanol; ammonia
ethanol
64-17-5

ethanol

toluenesulfinic acid
13165-77-0

toluenesulfinic acid

ammonia
7664-41-7

ammonia

chlorine
7782-50-5

chlorine

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
at 40℃;
...Expand
N-phenyl-S-(2-methylphenyl) sulfonamide
56776-55-7

N-phenyl-S-(2-methylphenyl) sulfonamide

KMnO4

KMnO4

acid

acid

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

...Expand
ethanol
64-17-5

ethanol

5-amino-2-methylbenzenesulfonamide
6973-09-7

5-amino-2-methylbenzenesulfonamide

mixture of gaseous nitrogen oxides

mixture of gaseous nitrogen oxides

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Erhitzen des Reaktionsproduktes mit absol. Alkohol unter Druck;
...Expand
(2-tolyl)tributyltin
68971-87-9

(2-tolyl)tributyltin

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

potassium ferricyanide

potassium ferricyanide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / 15 h / Ambient temperature
2: H2O
View Scheme
Dibutylbis(2-methylphenyl)stannane

Dibutylbis(2-methylphenyl)stannane

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

B

potassium ferricyanide

potassium ferricyanide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / 10 h / 40 °C
2: H2O
View Scheme
1-methyl-2-(trimethylstannyl)benzene
17113-82-5

1-methyl-2-(trimethylstannyl)benzene

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: CH2Cl2 / 15 h / 20 °C
2: ice / CH2Cl2 / 0.5 h
View Scheme
C35H49N3O3PRhS

C35H49N3O3PRhS

A

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

C28H40N2OPRh

C28H40N2OPRh

Conditions
ConditionsYield
In tetrahydrofuran-d8 Solvent; Inert atmosphere; Schlenk technique; Heating;
o-toluenesulfonic acid
88-20-0

o-toluenesulfonic acid

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Reaktion der Alkalisalzen
View Scheme
Multi-step reaction with 2 steps
1: Reaktion der Alkalisalzen
View Scheme
Multi-step reaction with 2 steps
1: Reaktion der Alkalisalzen
2: ammonia
View Scheme
toluene
108-88-3

toluene

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / <100 / Sulfurieren
2: Reaktion der Alkalisalzen
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / <100 / Sulfurieren
2: Reaktion der Alkalisalzen
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / <100 / Sulfurieren
2: Reaktion der Alkalisalzen
3: ammonia
View Scheme
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

4-((1H-indol-3-yl)methyl)benzoic acid
949928-48-7

4-((1H-indol-3-yl)methyl)benzoic acid

C23H20N2O3S

C23H20N2O3S

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;100%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;100%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

benzoic acid
65-85-0

benzoic acid

N-(o-tolylsulfonyl)benzamide
146448-52-4

N-(o-tolylsulfonyl)benzamide

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 1h;99%
With dmap; amberlyst-15; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide on Merrifield's resin 1.) ClCH2CH2Cl, t-BuOH, rt., 24 h; 2.) EtOAc, 2 h; Yield given. Multistep reaction;
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

N,N-diphenyl-2-methylbenzenesulfonamide

N,N-diphenyl-2-methylbenzenesulfonamide

Conditions
ConditionsYield
With cesium fluoride In acetonitrile at 20℃; for 24h;99%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

2-chloro-6-[3-(1-trifluoromethylcyclobutylmethoxy)pyrazole-1-yl]nicotinic acid

2-chloro-6-[3-(1-trifluoromethylcyclobutylmethoxy)pyrazole-1-yl]nicotinic acid

2-chloro-N-(o-tolylsulfonyl)-6-[3-[[1-(trifluoromethyl)cyclobutyl]methoxy]pyrazol-1-yl]pyridine-3-carboxamide

2-chloro-N-(o-tolylsulfonyl)-6-[3-[[1-(trifluoromethyl)cyclobutyl]methoxy]pyrazol-1-yl]pyridine-3-carboxamide

Conditions
ConditionsYield
Stage #1: 2-chloro-6-[3-(1-trifluoromethylcyclobutylmethoxy)pyrazole-1-yl]nicotinic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 2h;
Stage #2: methyl 2-(aminosulfonyl)benzoate With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; for 2h;		99%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

benzaldehyde N-boc imine
150884-50-7

benzaldehyde N-boc imine

(S)-tert-butyl N-[(2-methylphenylsulfonamido)(phenyl)methyl]carbamate

(S)-tert-butyl N-[(2-methylphenylsulfonamido)(phenyl)methyl]carbamate

Conditions
ConditionsYield
With (R)-VAPOL calcium phosphate In diethyl ether at 20℃; for 15h; Inert atmosphere; enantioselective reaction;99%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

4-ethoxyphenylacetylene
79887-14-2

4-ethoxyphenylacetylene

N-[1-(4-ethoxyphenyl)-ethylidene]-2-methyl-benzenesulfonamide
1228275-18-0

N-[1-(4-ethoxyphenyl)-ethylidene]-2-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triphenylphosphine gold(I)chloride; silver trifluoromethanesulfonate In toluene at 100℃; for 9h;98%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

benzalacetophenone
94-41-7

benzalacetophenone

N-((1R,2R)-2-bromo-3-oxo-1,3-diphenylpropyl)-2-methylbenzenesulfonamide
1246850-32-7

N-((1R,2R)-2-bromo-3-oxo-1,3-diphenylpropyl)-2-methylbenzenesulfonamide

Conditions
ConditionsYield
With N-Bromosuccinimide; C31H44N4O4; scandium tris(trifluoromethanesulfonate) In dichloromethane at 0℃; for 24h; Molecular sieve; optical yield given as %ee; enantioselective reaction;98%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

N-benzhydryl-2-methylbenzenesulfonamide
904-02-9

N-benzhydryl-2-methylbenzenesulfonamide

Conditions
ConditionsYield
With Bromodiphenylmethane In neat (no solvent) at 130℃; for 24h; Sealed tube; Green chemistry;98%
With 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 2h;90 %Chromat.
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

1-phenylpyrrolidin-2-one
4641-57-0

1-phenylpyrrolidin-2-one

(E)-2-methyl-N-(1-phenylpyrrolidin-2-ylidene)benzenesulfonamide

(E)-2-methyl-N-(1-phenylpyrrolidin-2-ylidene)benzenesulfonamide

Conditions
ConditionsYield
With diazoacetic acid ethyl ester; zinc trifluoromethanesulfonate In cyclohexane for 12h; Reflux; stereoselective reaction;98%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

2-chloro-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxylic acid

2-chloro-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxylic acid

2-chloro-N-(o-tolylsulfonyl)-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxamide

2-chloro-N-(o-tolylsulfonyl)-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxamide

Conditions
ConditionsYield
Stage #1: 2-chloro-6-[3-[[1-(trifluoromethyl)cyclopropyl]methoxy]pyrazol-1-yl]pyridine-3-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 2h;
Stage #2: methyl 2-(aminosulfonyl)benzoate With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 16h;		98%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

2,5-dimethoxyphenyl vinyl ketone
79238-14-5

2,5-dimethoxyphenyl vinyl ketone

(2,5-dimethoxyphenyl)(4-(2,5-dimethoxyphenyl)-4-hydroxy-1-(o-tolylsulfonyl)piperidin-3-yl)methanone

(2,5-dimethoxyphenyl)(4-(2,5-dimethoxyphenyl)-4-hydroxy-1-(o-tolylsulfonyl)piperidin-3-yl)methanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 20℃; Michael-Michael-Aldol cascade reaction; diastereoselective reaction;97%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

1-bromo-4-tert-butylbenzene
3972-65-4

1-bromo-4-tert-butylbenzene

N-(4-(tert-butyl)phenyl)-2-methylbenzenesulfonamide

N-(4-(tert-butyl)phenyl)-2-methylbenzenesulfonamide

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; N,N,N',N'-tetramethylguanidine In acetonitrile at 55℃; for 48h; Temperature; Inert atmosphere; Irradiation; Sealed tube;97%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

benzoisothiazolo[1,2-b][1,2]isoquinolin-11-one-1,1-dioxide

benzoisothiazolo[1,2-b][1,2]isoquinolin-11-one-1,1-dioxide

Conditions
ConditionsYield
Stage #1: ortho-methylbenzoic acid With lithium diisopropyl amide In tetrahydrofuran at 0℃;
Stage #2: methyl 2-(aminosulfonyl)benzoate In tetrahydrofuran at 20℃;		96%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

acetic anhydride
108-24-7

acetic anhydride

N-acetyl-2-methylbenzenesulfonamide
27200-69-7

N-acetyl-2-methylbenzenesulfonamide

Conditions
ConditionsYield
With zinc(II) chloride at 23℃;96%
With zinc(II) chloride at 20℃;94%
With zinc(II) chloride at 50℃;82%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

2-methyl-N-(2,2,2-trichloroethylidene)benzenesulfonamide
1608121-38-5

2-methyl-N-(2,2,2-trichloroethylidene)benzenesulfonamide

N,N′-(2,2,2-trichloroethane-1,1-diyl)bis-(2-methylbenzenesulfonamide)
1608121-39-6

N,N′-(2,2,2-trichloroethane-1,1-diyl)bis-(2-methylbenzenesulfonamide)

Conditions
ConditionsYield
In Trichloroethylene at 90℃; for 3h;96%
methanol
67-56-1

methanol

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

N-methyl(o-methyl)benzenesulfonamide
13440-22-7

N-methyl(o-methyl)benzenesulfonamide

Conditions
ConditionsYield
With [(Cp*IrCl)2(4,4′,6,6′-tetrahydroxy-2,2′-bipyrimidine)][Cl]2; potassium hydroxide In water at 130℃; for 12h;96%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydroxide at 150℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;92%
With [(Cp*IrCl)2(4,4′,6,6′-tetrahydroxy-2,2′-bipyrimidine)][Cl]2; potassium hydroxide In water at 130℃; for 12h; Schlenk technique;91%
With [Cp*Ir(2-(1H-benzo[d]imidazol-2-yl)-1H-benzo[d]imidazole)Cl][Cl]; caesium carbonate at 120℃; for 12h; Schlenk technique;90%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

chloral
75-87-6

chloral

2-methyl-N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide
121583-22-0

2-methyl-N-(2,2,2-trichloro-1-hydroxyethyl)benzenesulfonamide

Conditions
ConditionsYield
With sulfuric acid at 20 - 65℃; for 0.5h;95%
With hydrogenchloride for 16h; Heating;79%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

(E)-2-methyl-N-(4-methylbenzylidene)benzenesulfonamide
951762-79-1

(E)-2-methyl-N-(4-methylbenzylidene)benzenesulfonamide

Conditions
ConditionsYield
With pyrrolidine In chloroform at 60℃; for 24h; Molecular sieve;95%
boron trifluoride diethyl etherate Heating;83%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

methyl o-tolylsulfonylcarbamate

methyl o-tolylsulfonylcarbamate

Conditions
ConditionsYield
In toluene Reflux;95%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

acetonitrile
75-05-8

acetonitrile

diethyl 2,2'-((1-((o-tolylsulfonyl)imino)ethyl)azanediyl)(E)-diacetate

diethyl 2,2'-((1-((o-tolylsulfonyl)imino)ethyl)azanediyl)(E)-diacetate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) at 80℃; for 2h;95%
...Expand
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

acetonitrile
75-05-8

acetonitrile

C17H24N2O6S

C17H24N2O6S

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) at 80℃; for 2h;95%
...Expand
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

C17H15NO3

C17H15NO3

C24H22N2O4S

C24H22N2O4S

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;95%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;95%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

3-methoxy-p-toluic acid
7151-68-0

3-methoxy-p-toluic acid

3-methoxy-4-methyl-N-(o-tolylsulfonyl) Benzamide
1414930-94-1

3-methoxy-4-methyl-N-(o-tolylsulfonyl) Benzamide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 25 - 35℃;94.7%
Estragole
140-67-0

Estragole

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

N-[2-(4-methoxyphenyl)-1-methylethyl]-2-methyl-benzenesulfonamide
1344994-15-5

N-[2-(4-methoxyphenyl)-1-methylethyl]-2-methyl-benzenesulfonamide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; silica gel In water; toluene at 85℃; for 20h;94%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

methyl o-tolylsulfonylcarbamate
310897-86-0

methyl o-tolylsulfonylcarbamate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 4h; Acylation;93%
With dmap; triethylamine In dichloromethane at 20℃;75%
With dmap; triethylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;
With dmap; sodium monohydrogen sulfate; triethylamine In dichloromethane7.0 g (88%)
norborn-2-ene
498-66-8

norborn-2-ene

methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

exo-N-bicyclo[2.2.1]hept-2-yl-2-methyl-benzenesulfonamide

exo-N-bicyclo[2.2.1]hept-2-yl-2-methyl-benzenesulfonamide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid; silica gel In water; toluene at 85℃; for 20h;93%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

N,N-dimethyl-N′-(o-tolylsulfonyl)formimidamide
1344029-80-6

N,N-dimethyl-N′-(o-tolylsulfonyl)formimidamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; sodium iodide In water at 90℃; for 3h;93%
With N-Bromosuccinimide; water at 80℃;87%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

trifluoronitrosomethane
334-99-6

trifluoronitrosomethane

C8H7F3N2O2S
84796-65-6

C8H7F3N2O2S

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran for 2.5h; Ambient temperature;92%
methyl 2-(aminosulfonyl)benzoate
88-19-7

methyl 2-(aminosulfonyl)benzoate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(E)-2-methyl-N-(4-methoxybenzylidene)benzenesulfonamide
951762-78-0

(E)-2-methyl-N-(4-methoxybenzylidene)benzenesulfonamide

Conditions
ConditionsYield
With pyrrolidine In chloroform at 60℃; for 24h; Molecular sieve;92%
boron trifluoride diethyl etherate Heating;61%

2-Methylbenzene-1-sulfonamide Chemical Properties

The Molecular Structure of 2-Methylbenzene-1-sulfonamide (CAS NO.88-19-7):

Empirical Formula: C7H9NO2S
Molecular Weight: 171.2169 
IUPAC Name: 2-methylbenzenesulfonamide   
Appearance: white to light yellow crystal powder
Nominal Mass: 171 Da
Average Mass: 171.2169 Da
Monoisotopic Mass: 171.035399 Da 
Index of Refraction: 1.564
Molar Refractivity: 43.81 cm3
Molar Volume: 134.6 cm3
Surface Tension: 46.3 dyne/cm
Density: 1.271 g/cm3
Flash Point: 153.5 °C
Enthalpy of Vaporization: 57.28 kJ/mol
Boiling Point: 330.2 °C at 760 mmHg
Vapour Pressure: 0.000169 mmHg at 25°C 
Product Categories: SULFONAMIDE;Intermediates;Organics;Organic Building Blocks;Sulfonamides/Sulfinamides;Sulfur Compounds 
Synonyms: 4-Toluenesulfonic acid amide ; 2-Toluenesulfonamide ; Toluene-4-sulfonamide ; Toluene-4-sulphonamide ; Toluene-2-sulfonamide ; 2-Methyl-benzenesulfonamid     

2-Methylbenzene-1-sulfonamide Uses

 2-Methylbenzene-1-sulfonamide (CAS NO.88-19-7) can be used in the manufacture of saccharin, plasticizers, adhesives, pesticides, pharmaceuticals and other products.

2-Methylbenzene-1-sulfonamide Toxicity Data With Reference

1.    

eye-rbt 100 mg/24H MOD

     28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,199.
2.    

mma-sat 70 µmol/plate

     45OHAA    Short-Term Test Systems for Detecting Carcinogens Norpoth, K.H., andR.G. Garner, eds.,Berlin, Germany.: Springer-Verlag,1980,170.
3.    

sln-dmg-par 5 mmol/L

     MUREAV    Mutation Research. 56 (1977),163.
4.    

sln-dmg-orl 2500 µmol/L

     45OHAA    Short-Term Test Systems for Detecting Carcinogens Norpoth, K.H., andR.G. Garner, eds.,Berlin, Germany.: Springer-Verlag,1980,170.
5.    

orl-rat LD50:4870 mg/kg

     28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,199.

2-Methylbenzene-1-sulfonamide Consensus Reports

IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 334.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 22 ,1980,p. 111.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

2-Methylbenzene-1-sulfonamide Safety Profile

Suspected carcinogen with experimental tumorigenic data. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. An eye irritant. When heated to decomposition it emits very toxic fumes of NOx and SOx. Used as a chemical intermediate in the production of saccharin.                                                                                                    
Hazard Codes: HarmfulXnHarmfulXi
Risk Statements: 36-40 
R36: Irritating to eyes
R40: Limited evidence of a carcinogenic effect
Safety Statements: 26-36/37 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37: Wear suitable protective clothing and gloves
WGK Germany: 1
RTECS: XT5075000

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