4-(2-Aminoethyl)benzenesulfonamide supplier

Name
4-(2-Aminoethyl)benzenesulfonamide
EINECS 252-501-0
CAS No. 35303-76-5
Article Data7
CAS DataBase
Density 1.293 g/cm³
Solubility 15.5g/L at 20℃
Melting Point 150-152 °C(lit.)
Formula C₈H₁₂N₂O₂S
Boiling Point 387.4 °C at 760 mmHg
Molecular Weight 200.261
Flash Point 188.1 °C
Transport Information
Appearance white to yellowish crystalline powder powder
Safety 26-36/37/39-45
Risk Codes 22-34
Molecular Structure
Hazard Symbols C
Synonyms Benzenesulfonamide,p-(2-aminoethyl)- (5CI);2-(4-Sulfamoylphenyl)ethylamine;2-[4-(Aminosulfonyl)phenyl]ethylamine;4-(Aminosulfonyl)phenethylamine;4-Sulfamoylphenethylamine;p-(2-Aminoethyl)benzenesulfonamide;p-Aminoethyl-benzenesulfonamide;
PSA 94.56000
LogP 2.31660

Synthetic route

: 3665-08-5
4-cyanomethyl-benzenesulfonic acid amide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
With sodium methylate; nickel In methanol at 45℃; Electrochemical reaction;	86%

: 41472-49-5
4-(β-acetylaminoethyl)phenylsulfonamide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
With sodium hydroxide; water for 3h; Reflux;	78%
With hydrogenchloride

: 90610-69-8
4-(2-carboxyethyl)-benzenesulfonamide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
With pyridine; thionyl chloride; chloroform Behandeln des Reaktionsprodukts mit Natriumazid in wss. Aceton und Erwaermen des erhaltenen Azids in Benzol;

: 147723-92-0
4-sulfamoyl-trans-cinnamic acid

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous NaOH-solution; sodium-amalgam 2: thionyl chloride; chloroform; pyridine / Behandeln des Reaktionsprodukts mit Natriumazid in wss. Aceton und Erwaermen des erhaltenen Azids in Benzol View Scheme

: 877-95-2
methyl-N-(benzyl-methyl)-formamide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: chlorosulfuric acid 2: aqueous ammonia 3: aqueous hydrochloric acid View Scheme

: 35450-53-4
sulfonyl chloride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous ammonia 2: aqueous hydrochloric acid View Scheme

: 67514-65-2
4-ethylpyrazole-1-carboxylic acid chloride

: 4747-71-1
cyclopentyl isocyanate

A 4-[2-(4-ethylpyrazole-1-carbonamide)-ethyl]-benzenesulphonamide: 4-[2-(4-ethylpyrazole-1-carbonamide)-ethyl]-benzenesulphonamide

B: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

...Expand

: 67514-73-2
3,5-dimethyl-4-chloropyrazole-1-carboxylic acid chloride

A 4-[2-(3,5-dimethyl-4-chloropyrazole-1-carbonamide)-ethyl]-benzenesulphonamide: 4-[2-(3,5-dimethyl-4-chloropyrazole-1-carbonamide)-ethyl]-benzenesulphonamide

B: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 64-04-0
phenethylamine

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: pyridine / tetrahydrofuran / 4 h / 20 °C / Cooling with ice 2: chlorosulfonic acid / 2 h / 20 °C / Cooling with ice 3: ammonium hydroxide / acetone / 20 °C View Scheme

: 458-85-5
2,2,2-trifluoro-N-(2-phenylethyl)acetamide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: chlorosulfonic acid / 2 h / 20 °C / Cooling with ice 2: ammonium hydroxide / acetone / 20 °C View Scheme

: 223253-87-0
4-[2-(2,2,2-trifluoroacetamido)ethyl]benzenesulfonyl chloride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

Conditions

Conditions	Yield
With ammonium hydroxide In acetone at 20℃;	21.6 g

: 1000693-06-0
ethyl [3-(benzoylamino)-2-oxopyridin-1(2H)-yl]acetate

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1177500-05-8
N-[1-(2'-{2''-[4'''-(aminosulfonyl)phenyl]ethylamino}-2'-oxoethyl)-2-oxo-1,2-dihydropyridin-3-yl]benzamide

Conditions

Conditions	Yield
at 120℃; for 1h;	100%

: 13750-81-7
N-methyl-2-imidazolcarboxaldehyde

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1228927-49-8
4-(2-(bis((1-methyl-1H-imidazol-2-yl)methyl)amino)ethyl) benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: N-methyl-2-imidazolcarboxaldehyde; 4-(2-aminoethyl)benzenesulfonamide With acetic acid In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;	100%

: 1228647-94-6
tert-butyl 2,2′-(2-(2-formyl-1H-imidazol-1-yl)-acetylazanediyl)diacetate

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1228647-95-7
tert-butyl 2,2′-(2,2′-(4-sulfamoylphenethylazanediyl)bis-(methylene)bis(1H-imidazole-2,1-diyl-acetylazanediyl))diacetate

Conditions

Conditions	Yield
Stage #1: tert-butyl 2,2′-(2-(2-formyl-1H-imidazol-1-yl)-acetylazanediyl)diacetate; 4-(2-aminoethyl)benzenesulfonamide With acetic acid In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;	100%

: 2419-94-5
Boc-Glu

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1558622-20-0
C26H37N5O8S2

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 73h;	100%

: (S)-4-(3-((S)-6-(bis((1-(2-tert-butoxy-2-oxo-ethyl)-1H-imidazol-2-yl)methyl)amino)-1-tert-butoxy-1-oxo-hexane-2-yl)ureido)-5-tert-butoxy-5-oxopentanoic acid

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: (S)-tert-butyl-6-(bis((1-(2-tert-butoxy-2-oxo-ethyl)-1H-imidazol-2-yl)methyl)amino)-2-(3-((S)-1-tert-butoxy-1,5-dioxo-5-(4-sulfamoyl-phenethyl-amino)pentan-2-yl)ureido)hexanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 40℃;	100%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 40℃;	100%

: 108-30-5
succinic acid anhydride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 401819-70-3
4-oxo-4-((4-sulfamoylphenethyl)amino)butanoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 60℃; for 7h;	100%
In tetrahydrofuran at 60℃; for 7h;	100%

: 632-79-1
Tetrabromophthalic anhydride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1454891-19-0
4-(2-(4,5,6,7-tetrabromo-1,3-dioxoisoindolin-2-yl)ethyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid at 130℃; for 1.5h; Inert atmosphere;	99%
With acetic acid for 12h; Reflux;

: 117-08-8
tetrachlorophthalic anhydride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1449762-39-3
4-(2-(4,5,6,7-tetrachloro-1,3-dioxoisoindolin-2-yl)ethyl)benzenesulfonamide

Conditions

Conditions	Yield
With acetic acid at 130℃; for 1.5h; Inert atmosphere;	98%
With acetic acid for 12h; Reflux;

: 1121-60-4
pyridine-2-carbaldehyde

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1170318-30-5
4-(2-(bis(pyridin-2-ylmethyl)amino)ethyl)benzenesulfonamide

Conditions

Conditions	Yield
Stage #1: pyridine-2-carbaldehyde; 4-(2-aminoethyl)benzenesulfonamide With acetic acid In 1,2-dichloro-ethane at 75℃; for 0.5h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0 - 20℃; Inert atmosphere;	97%

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 514214-66-5
(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

: (S)-benzyl (1-oxo-3-phenyl-1-((4-sulfamoylphenethyl)amino)propan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	97%

: 24424-99-5
di-tert-butyl dicarbonate

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 258262-54-3
tert-butyl (4-sulfamoyl phenethyl)carbamate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 4h;	97%
In N,N-dimethyl-formamide at 20℃; for 4h;	95%
In N,N-dimethyl-formamide at 20℃;	86%
With triethylamine In tetrahydrofuran at 25℃; for 2h;
In N,N-dimethyl-formamide at 20℃; for 5h;

: 52962-25-1
2-(carboxymethyl)-5-methoxybenzoic acid

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 586415-13-6
4-[2-(3,4-dihydro-7-methoxy-1,3-dioxo-2(1H)-isoquinolinyl)ethyl]benzenesulfonamide

Conditions

Conditions	Yield
In water at 160℃; for 8h; Solvent; Temperature; Autoclave; Green chemistry;	96%
for 0.333333h; Heating;	90%

: 55116-09-1
2-bromophenylacetyl chloride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1446750-92-0
4-[2-(2-bromophenyl)acetamidoethyl]benzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 0 - 5℃;	95%

: 3218-36-8
4-Phenylbenzaldehyde

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 4-{2-[(biphenyl-4-ylmethylene)amino]ethyl}benzenesulfonamide

Conditions

Conditions	Yield
In methanol at 0℃; for 0.05h;	95%
In methanol

: 173459-80-8
benzyl [2‑(1H‑benzo[d][1,2,3]triazol‑1‑yl)‑2‑oxoethyl]carbamate

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl (2-oxo-2-((4-sulfamoylphenethyl)amino)ethyl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: 108-30-5
succinic acid anhydride

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 4-(2-(2,5-dioxopyrrolidin-1-yl)ethyl)benzenesulfonamide

Conditions

Conditions	Yield
With sodium acetate; acetic anhydride; acetic acid for 12h; Reflux;	95%

: C29H31N5O4

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl ((S)-1-(((2S,3S)-3-methyl-1-oxo-1-((4-sulfamoylphenethyl)amino)pentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: C29H31N5O4

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl ((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-phenyl-1-((4-sulfamoylphenethyl)amino)propan-2-yl)amino)pentan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: C24H29N5O4S2

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl ((S)-4-(methylthio)-1-(((S)-4-(methylthio)-1-oxo-1-((4-sulfamoylphenethyl)amino)butan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: C29H31N5O4

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: tert-butyl ((S)-1-oxo-1-(((S)-1-oxo-3-phenyl-1-((4-sulfamoylphenethyl)amino)propan-2-yl)amino)-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	95%

: 1173817-60-1
C19H20N4O3

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl (R)-(3-methyl-1-oxo-1-((4-sulphamoylphenethyl)amino)butan-2-yl)carbamate

Conditions

Conditions	Yield
In dichloromethane at 70℃; for 0.5h; Microwave irradiation;	95%

: 4940-39-0
acide chromone carboxylique-2

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 4-oxo-N-(4-sulfamoylphenethyl)-4H-chromene-2-carboxamide

Conditions

Conditions	Yield
Stage #1: acide chromone carboxylique-2 With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 80 - 90℃; for 1.2h; Stage #2: 4-(2-aminoethyl)benzenesulfonamide In N,N-dimethyl-formamide for 1h; Heating;	95%

: 1206768-85-5
10-methyl-7-oxa-5-thia-3,6,11b-triazabenzo[c]fluorene 5,5-dioxide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 4-(2-hydroxy-5-methylphenyl)-3-[2-(4-sulfamoylphenyl)ethylamino]-4H-pyrido[4,3-e]-1,2,4-thiadiazine 1,1-dioxide

Conditions

Conditions	Yield
In tetrahydrofuran for 6h; Reflux;	94.3%
In tetrahydrofuran for 5h; Reflux;	92%

: 19703-94-7
methyl 5-methyl-1,2,4-oxadiazole-3-carboxylate

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 49586-60-9
p-[β-(5-methyl-1,2,4-oxadiazole-3-carbonylamino)ethyl]-benzenesulfonamide

Conditions

Conditions	Yield
In N-methyl-acetamide	94%

: 504-17-6
4,6-dihydroxy-2-mercaptopyrimidine

: 122-51-0
orthoformic acid triethyl ester

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 1345551-71-4
4-(2-{[(4,6-dioxo-2-thioxotetrahydropyrimidin-5(2H)-ylidene)methyl]amino}ethyl)benzenesulfonamide

Conditions

Conditions	Yield
In iso-butanol for 3h; Reflux;	94%

...Expand

: 22532-62-3
4-bromosalicylaldehyde

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 4-{2-[(4-bromo-2-hydroxybenzylidene)amino]ethyl}benzenesulfonamide

Conditions

Conditions	Yield
In methanol at 0℃; for 0.05h;	94%
In methanol

: 18600-51-6
2-(4-fluorophenyl)-4H-benzo[d][1,3]oxazin-4-one

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 2-(4-fluorobenzamido)-N-(4-sulfamoylphenethyl)benzamide

Conditions

Conditions	Yield
In acetic acid Reflux;	94%

: 67692-91-5
3-chloro-1,2,4-benzotriazine 1-oxide

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: 3-(4-sulfamoylphenethylamino)benzo[e][1,2,4]triazine 1-oxide

Conditions

Conditions	Yield
In 1,2-dimethoxyethane Reflux;	94%
In 1,2-dimethoxyethane Inert atmosphere; Reflux;	94%

: C21H23N5O4S

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl (R)-(2-((4-(methylthio)-1-oxo-1-((4-sulfamoylphenethyl)amino)butan-2-yl)amino)-2-oxoethyl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	94%

: C33H31N5O4S

: 35303-76-5
4-(2-aminoethyl)benzenesulfonamide

: benzyl ((S)-1-(((R)-3-(benzylthio)-1-oxo-1-((4-sulfamoylphenethyl)amino)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 0.5h; Microwave irradiation;	94%

4-(2-Aminoethyl)benzenesulfonamide Specification

The 4-(2-Aminoethyl)benzenesulfonamide, with the CAS registry number 35303-76-5 and EINECS registry number 252-501-0, and belongs to the following product categories: Sulfonamide; Benzene derivates; (Intermediate of glibenclamide,glipizide,gliquido; Organic Building Blocks; Sulfonamides/Sulfinamides; Sulfur Compounds. It is a kind of white to yellowish crystalline powder, and its molecular formula is C₈H₁₂N₂O₂S.

The physical properties of 4-(2-Aminoethyl)benzenesulfonamide are as followings: (1)ACD/LogP: -0.43; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.48; (4)ACD/LogD (pH 7.4): -2.46; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 49 Å²; (13)Index of Refraction: 1.587; (14)Molar Refractivity: 52.07 cm³; (15)Molar Volume: 154.8 cm³; (16)Polarizability: 20.64×10^-24cm³; (17)Surface Tension: 54.6 dyne/cm; (18)Density: 1.293 g/cm³; (19)Flash Point: 188.1 °C; (20)Enthalpy of Vaporization: 63.64 kJ/mol; (21)Boiling Point: 387.4 °C at 760 mmHg; (22)Vapour Pressure: 3.31E-06 mmHg at 25°C.

Uses of 4-(2-Aminoethyl)benzenesulfonamide: It can react with naphthalen-1-yl-acetyl chloride to produce p-[2-(a-naphthylacetamido)ethyl]benzenesulphonamide. This reaction will need reagent benzene. The reaction time is 4 hours with heating, and the yield is about 68%.

You should be cautious while dealing with this chemical. It is harmful if swallowed, and may cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(c1ccc(cc1)CCN)N
(2)InChI: InChI=1/C8H12N2O2S/c9-6-5-7-1-3-8(4-2-7)13(10,11)12/h1-4H,5-6,9H2,(H2,10,11,12)
(3)InChIKey: FXNSVEQMUYPYJS-UHFFFAOYAP

Product Name

4-(2-Aminoethyl)benzenesulfonamide

Synthetic route

4-(2-Aminoethyl)benzenesulfonamide Specification

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