3-Methyl-4-aminobenzensulfonamide supplier

Name
3-Methyl-4-aminobenzensulfonamide
EINECS
CAS No. 53297-70-4
Article Data7
CAS DataBase
Density 1.359 g/cm³
Solubility
Melting Point 174 °C
Formula C₇H₁₀N₂O₂S
Boiling Point 409.3 °C at 760 mmHg
Molecular Weight 186.235
Flash Point 201.3 °C
Transport Information
Appearance
Safety 22-26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Methyl-4-sulfamoylaniline;4-Amino-3-methylbenzenesulfonamide;
PSA 94.56000
LogP 2.58690

Synthetic route

: 252562-03-1
N-[4-(aminosulfonyl)-2-methylphenyl]acetamide

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 80℃;	100%
With hydrogenchloride; water In ethanol Reflux;	100%
Stage #1: N-[4-(aminosulfonyl)-2-methylphenyl]acetamide With hydrogenchloride In ethanol; water Heating / reflux; Stage #2: With sodium hydrogencarbonate In ethanol; water at 20℃;	93%
With hydrogenchloride
With hydrogenchloride In ethanol for 1h; Heating;

: 14988-21-7
4-(acetylamino)-3-methylbenzenesulfonyl chloride

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NH4OH / tetrahydrofuran / 0.33 h / 20 °C 2: aq. HCl / ethanol / 1 h / Heating View Scheme
Multi-step reaction with 2 steps 1: ammonium hydroxide / water; tetrahydrofuran / 1 h / 0 - 20 °C 2: hydrogenchloride; water / ethanol / Reflux View Scheme

: sodium 4-(acetylamino)-3-methylbenzenesulfonate

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / dimethylformamide / 2 h / -4 °C 2: NH4OH / tetrahydrofuran / 0.33 h / 20 °C 3: aq. HCl / ethanol / 1 h / Heating View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / N,N-dimethyl-formamide / 2 h / -40 - 20 °C 2: ammonium hydroxide / water; tetrahydrofuran / 1 h / 0 - 20 °C 3: hydrogenchloride; water / ethanol / Reflux View Scheme

: C10H15N3O2S

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: C10H15N3O2S With lithium hydroxide; water In methanol at 50℃; for 5h; Stage #2: With hydrogenchloride In methanol; water at 25℃; for 0.25h; pH=9;

: 98-33-9
2-aminotoluene-5-sulfonic acid

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: pyridine / 2 h / 20 °C 2.1: sodium hydroxide / pyridine / 3 h / 20 °C 2.2: 2 h / -30 - 40 °C 3.1: ammonium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C 4.1: hydrogenchloride / ethanol; water / 80 °C View Scheme
Multi-step reaction with 5 steps 1: pyridine / 2 h / 20 °C 2: sodium hydroxide / water / 3 h / 20 °C 3: thionyl chloride / N,N-dimethyl-formamide / 2 h / -40 - 20 °C 4: ammonium hydroxide / water; tetrahydrofuran / 1 h / 0 - 20 °C 5: hydrogenchloride; water / ethanol / Reflux View Scheme

: 4-acetamido-3-methylbenzenesulfonic acid

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydroxide / pyridine / 3 h / 20 °C 1.2: 2 h / -30 - 40 °C 2.1: ammonium hydroxide / tetrahydrofuran / 1 h / 0 - 20 °C 3.1: hydrogenchloride / ethanol; water / 80 °C View Scheme
Multi-step reaction with 4 steps 1: sodium hydroxide / water / 3 h / 20 °C 2: thionyl chloride / N,N-dimethyl-formamide / 2 h / -40 - 20 °C 3: ammonium hydroxide / water; tetrahydrofuran / 1 h / 0 - 20 °C 4: hydrogenchloride; water / ethanol / Reflux View Scheme

: 6-nitro-toluene-3-sulfonic acid amide

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In methanol at 20℃;

: 1007571-96-1
[4-chloro-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-acetyl chloride

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Stage #1: [4-chloro-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-acetyl chloride; 4-amino-3-methylbenzenesulfonamide With sodium hydrogencarbonate In acetone at 20℃; for 24h; Stage #2: With hydrogenchloride In water; acetone at 0℃;	90%

: 1056598-54-9
C15H7BrCl2FNO2

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-Bromo-3-(3-chloro-5-cyano-phenoxy)-2-fluoro-phenyl]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Stage #1: C15H7BrCl2FNO2; 4-amino-3-methylbenzenesulfonamide With sodium hydrogencarbonate In acetone at 0 - 20℃; for 24h; Stage #2: With hydrogenchloride In water; acetone	87%
Stage #1: C15H7BrCl2FNO2; 4-amino-3-methylbenzenesulfonamide With sodium hydrogencarbonate In acetone at 20℃; for 24h; Stage #2: With hydrogenchloride In water; acetone at 0℃;	87%

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 598-21-0
2-Bromoacetyl bromide

: 329944-57-2
N-[4-(aminosulfonyl)-2-methylphenyl]-2-bromoacetamide

Conditions

Conditions	Yield
With pyridine In chloroform at 20℃;	69%
With pyridine In chloroform at 0 - 20℃; for 18.3333h;	69%

: 329943-23-9
[2-(3-cyanobenzoyl)-4-(trifluoromethyl)phenoxy]acetyl chloride

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[2-(3-cyano-benzoyl)-4-trifluoromethyl-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone at 20℃; for 2.5h;	53%

: 1338799-46-4
3-(2-(3-(5-(2-methyl-1H-imidazol-1-yl)thiophen-2-yl)-3-oxopropyl)-1,3-dioxolan-2-yl)propanoic acid

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 1208317-17-2
3-(5-(5-(2-methyl-1H-imidazol-1-yl)thiophen-2-yl)-1-(2-methyl-4-sulfamoylphenyl)-1H-pyrrol-2-yl)propanoic acid

Conditions

Conditions	Yield
In acetic acid at 120℃;	31%

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-((5-bromo-2-chloropyrimidin-4-yl)amino)-6-fluorobenzamide

: 2-((5-bromo-2-((2-methyl-4-sulfamoylphenyl)amino)pyrimidin-4-yl)amino)-6-fluorobenzamide

Conditions

Conditions	Yield
With trifluoroacetic acid In iso-butanol at 100℃; for 16h;	21%

: 112-77-6
(Z)-9-octadecenoyl chloride

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 6-oleoylamino-toluenesulfonamide-(3)

Conditions

Conditions	Yield
With pyridine

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 111-92-2
dibutylamine

: 75-36-5
acetyl chloride

: 2-Methyl-benzene-1,4-disulfonic acid 4-(acetyl-amide) 1-dibutylamide

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 329944-30-1
({4-chloro-2-[(3-cyanophenyl)carbonyl]phenyl}oxy)acetyl chloride

: 2-[4-chloro-2-(3-cyano-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone at 20℃;	71.25 g

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 675139-67-0
[4-chloro-2-(3-fluoro-5-trifluoromethylbenzoyl)phenoxy]acetyl chloride

: GW4511

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetone at 20℃; for 24h;	9 g

: 436095-23-7
[(1-mesityl-1H-tetrazol-5-yl)thio]acetic acid

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: N-[4-(aminosulfonyl)-2-methylphenyl]-2-[(1-mesityl-1H-tetrazol-5-yl)thio]acetamide

Conditions

Conditions	Yield
With phosphorus pentachloride In chloroform; toluene at 20 - 70℃;
With phosphorus pentachloride In chloroform; toluene at 20 - 70℃; for 4.5h;

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 329944-70-9
N-[4-(aminosulfonyl)-2-methylphenyl]-2-iodoacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 92 percent / N-[4-(aminosulfonyl)-2-methylphenyl]-2-chloroacetamide; NaI / acetone / 20 h / 20 °C View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[2-(3,5-difluoro-benzoyl)-thiophen-3-yloxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 28 percent / K2CO3 / acetone / 6 h / Heating View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(3-chloro-5-methyl-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 92 percent / N-[4-(aminosulfonyl)-2-methylphenyl]-2-chloroacetamide; NaI / acetone / 20 h / 20 °C 3: 44 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(3,5-dimethyl-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 92 percent / N-[4-(aminosulfonyl)-2-methylphenyl]-2-chloroacetamide; NaI / acetone / 20 h / 20 °C 3: 44 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(5-cyano-pyridine-3-carbonyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 3 percent / K2CO3; NaI / acetone / Heating View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(3,5-dimethoxy-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 37 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[2-(3-bromo-5-chloro-benzoyl)-4-chloro-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 17 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(3-cyano-5-methyl-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 66 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[2-(3-bromo-5-trifluoromethyl-benzoyl)-4-chloro-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 3 percent / K2CO3; NaI / acetone / Heating View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 2-[4-chloro-2-(3-cyano-5-trifluoromethyl-benzoyl)-phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)-acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 38 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: N-[4-(aminosulfonyl)-2-methylphenyl]-2-[4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]acetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / pyridine / CHCl3 / 20 °C 2: 12 percent / K2CO3 / acetone / 22 h View Scheme

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 79-04-9
chloroacetyl chloride

: 53297-88-4
N-[4-(aminosulfonyl)-2-methylphenyl]-2-chloroacetamide

: 263270-52-6
6-chloropyrimidine-4-carbonyl chloride

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 1114592-11-8
6-chloro-pyrimidine-4-carboxylic acid (2-methyl-4-sulfamoyl-phenyl)-amide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;
With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.5h;

: 1124329-94-7
2-chloro-9-cyclopentyl-7-methyl-7H-purin-8(9H)-one

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 1124329-10-7
4-[(9-cyclopentyl-7-methyl-8-oxo-8,9-dihydro-7H-purin-2-yl)-amino]-3-methylbenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: 2-chloro-9-cyclopentyl-7-methyl-7H-purin-8(9H)-one; 4-amino-3-methylbenzenesulfonamide With toluene-4-sulfonic acid In Methyl isobutyl carbinol at 200℃; for 0.0833333h; Microwave irradiation; Stage #2: With SCX column; ammonia In methanol; Methyl isobutyl carbinol Product distribution / selectivity;
Stage #1: 2-chloro-9-cyclopentyl-7-methyl-7H-purin-8(9H)-one; 4-amino-3-methylbenzenesulfonamide With toluene-4-sulfonic acid In butan-1-ol at 200℃; for 0.0833333h; Microwave irradiation; Stage #2: With SCX column; ammonia In methanol; butan-1-ol Product distribution / selectivity;

: 952504-50-6
7-methoxy-2-oxo-8-propyl-2H-chromene-3-carboxylic acid

: 53297-70-4
4-amino-3-methylbenzenesulfonamide

: 1296198-11-2
N-[4-(aminosulfonyl)-2-methylphenyl]-7-methoxy-2-oxo-8-propyl-2H-chromene-3-carboxamide

Conditions

Conditions	Yield
Stage #1: 7-methoxy-2-oxo-8-propyl-2H-chromene-3-carboxylic acid With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate at 20℃; for 0.5h; Stage #2: 4-amino-3-methylbenzenesulfonamide In dichloromethane; ethyl acetate at 20℃;

3-Methyl-4-aminobenzensulfonamide Specification

The 3-Methyl-4-aminobenzensulfonamide is an organic compound with the formula C₇H₁₀N₂O₂S. The IUPAC name of this chemical is 4-amino-3-methylbenzenesulfonamide. With the CAS registry number 53297-70-4, it is also named as benzenesulfonamide, 4-amino-3-methyl-. The product's categories are Sulfonamide; Phenyls & Phenyl-Het; Miscellaneous.

The other characteristics of 3-Methyl-4-aminobenzensulfonamide can be summarized as: (1)ACD/LogP: -0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.26; (4)ACD/LogD (pH 7.4): -0.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 17.2; (8)ACD/KOC (pH 7.4): 17.19; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.609; (13)Molar Refractivity: 47.43 cm³; (14)Molar Volume: 136.9 cm³; (15)Polarizability: 18.8×10^-24 cm³; (16)Surface Tension: 58.8 dyne/cm; (17)Enthalpy of Vaporization: 66.15 kJ/mol; (18)Vapour Pressure: 6.56E-07 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 186.046298; (21)MonoIsotopic Mass: 186.046298; (22)Topological Polar Surface Area: 94.6; (23)Heavy Atom Count: 12; (24)Complexity: 245.

People can use the following data to convert to the molecule structure.
1. SMILES:O=S(=O)(c1ccc(N)c(c1)C)N
2. InChI:InChI=1/C7H10N2O2S/c1-5-4-6(12(9,10)11)2-3-7(5)8/h2-4H,8H2,1H3,(H2,9,10,11)
3. InChIKey:IGQGXIVCGKMRAM-UHFFFAOYAW
4. Std. InChI:InChI=1S/C7H10N2O2S/c1-5-4-6(12(9,10)11)2-3-7(5)8/h2-4H,8H2,1H3,(H2,9,10,11)
5. Std. InChIKey:IGQGXIVCGKMRAM-UHFFFAOYSA-N

Product Name

3-Methyl-4-aminobenzensulfonamide

Synthetic route

3-Methyl-4-aminobenzensulfonamide Specification

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