Product Name

  • Name

    Carzenide

  • EINECS 205-327-4
  • CAS No. 138-41-0
  • Article Data37
  • CAS DataBase
  • Density 1.536 g/cm3
  • Solubility 453 mg/L (25 ºC)
  • Melting Point 285-295 °C(lit.)
  • Formula C7H7NO4S
  • Boiling Point 449 °C at 760 mmHg
  • Molecular Weight 201.203
  • Flash Point 225.4 °C
  • Transport Information
  • Appearance White powder
  • Safety 22-24/25-36/37/39-26
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 138-41-0 (Carzenide)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzoicacid, p-sulfamoyl- (6CI,7CI,8CI);Benzoic acid, p-sulfamyl- (4CI);4-Carboxybenzenesulfonamide;Benzoic acid p-sulfamide;Dirnate;NSC 22976;NSC 683540;p-Aminobenzoic acid sulfamide;p-Carboxybenzenesulfonamide;p-Sulfamoylbenzoic acid;p-Sulfonamidobenzoic acid;
  • PSA 105.84000
  • LogP 1.81330

Synthetic route

p-carboxybenzenesulfonyl azide
17202-49-2

p-carboxybenzenesulfonyl azide

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; cetyltrimethylammonim bromide; cobalt(II) chloride In water at 25℃; for 0.166667h; Reduction;97%
With ethyl acetoacetate; triethylamine In acetonitrile
toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With oxygen; cobalt(II) acetate; 3,5-dinitro-N-hydroxy-N-methylbenzamide; acetic acid at 100℃; under 760.051 Torr; for 10h; Temperature; Reagent/catalyst;94.05%
With sodium hydroxide; potassium permanganate In water at 70 - 90℃; for 2h;90%
Stage #1: toluene-4-sulfonamide With potassium permanganate In water for 12h; Reflux;
Stage #2: With sulfuric acid In water at 0℃;
66%
C7H9NO5S

C7H9NO5S

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With gadolinium(III) oxide; 2-methyl-4-hydroxy-3,6-dimethyloltoluene; acetylacetone at 50 - 78℃; for 1.83333h; Temperature;94%
p-carboxyphenyl diazonium tetrafluoroborate
456-25-7

p-carboxyphenyl diazonium tetrafluoroborate

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 12h; Inert atmosphere;60%
With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine In water; acetonitrile at 80℃; for 4h; Inert atmosphere; Schlenk technique;60%
p-carboxyphenylsulfonyl chloride
10130-89-9

p-carboxyphenylsulfonyl chloride

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With ammonia In methanol at -5℃;53%
With ammonia
Multi-step reaction with 2 steps
1: NaN3 / acetone; H2O
2: 3-oxo-butanoic acid ethyl ester, Et3N / acetonitrile
View Scheme
With hydrogenchloride; ammonium hydroxide
4-formyl-benzenesulfonamide
3240-35-5

4-formyl-benzenesulfonamide

A

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

B

4-(hydroxymethyl)benzenesulfonamide
67472-44-0

4-(hydroxymethyl)benzenesulfonamide

Conditions
ConditionsYield
With potassium hydroxide
4-bromo-benzenesulfonic acid amide
701-34-8

4-bromo-benzenesulfonic acid amide

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With n-butyllithium; diethyl ether anschliessend mit Kohlendixid;
sodium tosylate
657-84-1

sodium tosylate

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
With phosphorus pentachloride und Erhitzen des Reaktionsprodukts mit wss.Ammoniumpolysulfid in Dioxan;
N-tosylpyrrolidine
6435-78-5

N-tosylpyrrolidine

water
7732-18-5

water

potassium permanganate

potassium permanganate

A

succinic acid
110-15-6

succinic acid

B

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
Erhitzen;
4-formyl-benzenesulfonamide
3240-35-5

4-formyl-benzenesulfonamide

concentrated KOH-solution

concentrated KOH-solution

A

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

B

4-(hydroxymethyl)benzenesulfonamide
67472-44-0

4-(hydroxymethyl)benzenesulfonamide

4-cyanobenzenesulfonamide
3119-02-6

4-cyanobenzenesulfonamide

water
7732-18-5

water

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-cyanobenzenesulfonamide
3119-02-6

4-cyanobenzenesulfonamide

alkali

alkali

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-(trichlorophosphoranylidene-sulfamoyl)-benzoyl chloride
98555-79-4

4-(trichlorophosphoranylidene-sulfamoyl)-benzoyl chloride

water
7732-18-5

water

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

N-(4-hydroxyphenyl)-4-methylbenzenesulfonamide
1146-43-6

N-(4-hydroxyphenyl)-4-methylbenzenesulfonamide

alkaline potassium permanganate

alkaline potassium permanganate

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-sulfamoyl-cinnamic acid amide
834-04-8

4-sulfamoyl-cinnamic acid amide

chromic acid

chromic acid

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-sulfamoyl-cinnamic acid
147723-92-0

4-sulfamoyl-cinnamic acid

chromic acid

chromic acid

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-amidobenzylsulfonamide
6306-24-7

4-amidobenzylsulfonamide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

B

ammonia
7664-41-7

ammonia

4-propylbenzene-1-sulfonamide
1132-18-9

4-propylbenzene-1-sulfonamide

KMnO4

KMnO4

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

(4-n-butylbenzene)sulfonamide
1135-00-8

(4-n-butylbenzene)sulfonamide

permanganate

permanganate

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

water
7732-18-5

water

chloramine T trihydrate
7080-50-4

chloramine T trihydrate

A

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

B

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

Conditions
ConditionsYield
am Licht;
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: pyridine; ammonium hydroxide / dichloromethane / 4 h / 0 - 20 °C
2.1: potassium permanganate / water / 12 h / Reflux
2.2: 0 °C
View Scheme
methanol
67-56-1

methanol

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

methyl 4-sulfamoylbenzoate
22808-73-7

methyl 4-sulfamoylbenzoate

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 2h;100%
Stage #1: methanol With thionyl chloride at 0℃; for 0.5h;
Stage #2: 4-(aminosulfonyl)-benzoic acid at 20℃; for 3h;
100%
With sulfuric acid for 8h; Reflux;95%
ethanol
64-17-5

ethanol

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-sulfamoylbenzoic acid ethyl ester
5446-77-5

4-sulfamoylbenzoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride at 20℃;98%
With hydrogenchloride In water for 20h; Reflux;52%
With hydrogenchloride
With sulfuric acid for 24h; Reflux;
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

methyl 4-sulfamoylbenzoate
22808-73-7

methyl 4-sulfamoylbenzoate

Conditions
ConditionsYield
In methanol; hexane; chloroform at 20℃; for 0.0833333h;98%
In methanol; hexane; dichloromethane at 20℃; for 2h;95%
Stage #1: 4-(aminosulfonyl)-benzoic acid; diazomethyl-trimethyl-silane In methanol; hexane; dichloromethane for 2h;
Stage #2: With sodium hydroxide In methanol; hexane; dichloromethane; water
95%
In methanol; hexane; dichloromethane for 2h;
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

potassium 4-sulfamoylbenzoate
117662-91-6

potassium 4-sulfamoylbenzoate

Conditions
ConditionsYield
In water at 45℃; for 0.5h;98%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate
194920-62-2

tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate

C22H37N3O8S

C22H37N3O8S

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In chloroform; N,N-dimethyl-formamide97%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

4-[[(2-methoxybenzoyl)amino]sulphonyl]benzoyl chloride

4-[[(2-methoxybenzoyl)amino]sulphonyl]benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In Isopropyl acetate at 80 - 90℃; Solvent; Temperature;96%
Stage #1: 4-(aminosulfonyl)-benzoic acid; 2-Methoxybenzoic acid With p-nitrobenzenesulfonic acid In toluene for 4h; Reflux;
Stage #2: With thionyl chloride In toluene at 50℃; for 5h; Temperature; Reagent/catalyst;
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

5-tert-butoxycarbonylamino-1-aminopentane
51644-96-3

5-tert-butoxycarbonylamino-1-aminopentane

C17H27N3O5S
1315482-72-4

C17H27N3O5S

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide Inert atmosphere;
Stage #2: 5-tert-butoxycarbonylamino-1-aminopentane With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;
94%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

Propargylamine
2450-71-7

Propargylamine

N-(prop-2-yn-1-yl)-4-sulfamoylbenzamide
912345-32-5

N-(prop-2-yn-1-yl)-4-sulfamoylbenzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 15h; Inert atmosphere;93%
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;82%
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate82%
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;82%
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide74%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

1-amino-4-[(tert-butyloxycarbonyl)amino]butane
68076-36-8

1-amino-4-[(tert-butyloxycarbonyl)amino]butane

tert-butyl (4-(4-sulfamoylbenzamido)butyl)carbamate

tert-butyl (4-(4-sulfamoylbenzamido)butyl)carbamate

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: 1-amino-4-[(tert-butyloxycarbonyl)amino]butane In N,N-dimethyl-formamide at 20℃; for 16h;
93%
N-(2-(2-(2-aminoethoxy)ethoxy)ethyl)pent-4-ynamide

N-(2-(2-(2-aminoethoxy)ethoxy)ethyl)pent-4-ynamide

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

C18H25N3O6S

C18H25N3O6S

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: N-(2-(2-(2-aminoethoxy)ethoxy)ethyl)pent-4-ynamide With triethylamine In N,N-dimethyl-formamide at 20℃; for 2h;
92%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

1-Ethyl-2,2-dimethoxy-pyrrolidine
84859-26-7

1-Ethyl-2,2-dimethoxy-pyrrolidine

4-[1-Ethyl-pyrrolidin-(2Z)-ylidenesulfamoyl]-benzoic acid methyl ester

4-[1-Ethyl-pyrrolidin-(2Z)-ylidenesulfamoyl]-benzoic acid methyl ester

Conditions
ConditionsYield
In diethyl ether for 6h; Ambient temperature;91%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

5-chloro-2-methoxybenzoic acid
3438-16-2

5-chloro-2-methoxybenzoic acid

4-([(2-methoxy-5-chlorobenzoyl)amino]sulfonyl)benzoyl chloride

4-([(2-methoxy-5-chlorobenzoyl)amino]sulfonyl)benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In chlorobenzene at 120℃; for 7 - 9h;91%
4-fluoropiperidine
78197-27-0

4-fluoropiperidine

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-[(4-fluoropiperidin-1-yl)carbonyl]benzenesulfonamide
1050514-21-0

4-[(4-fluoropiperidin-1-yl)carbonyl]benzenesulfonamide

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; for 3h;
Stage #2: 4-fluoropiperidine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 2h;
91%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

(3aS,6aS)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

(3aS,6aS)-tert-butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

(3aS,6aS)-tert-butyl 5-(4-sulfamoylbenzoyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

(3aS,6aS)-tert-butyl 5-(4-sulfamoylbenzoyl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Conditions
ConditionsYield
With 4-methyl-morpholine; HATU In N,N-dimethyl-formamide at 0℃;91%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-sulfamoylbenzoyl chloride
51594-97-9

4-sulfamoylbenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride for 5h; Heating;90%
With thionyl chloride for 0.5h; Heating;
With thionyl chloride Heating / reflux;
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

N-benzyloxycarbonyl-1,6-hexanediamine
66095-18-9

N-benzyloxycarbonyl-1,6-hexanediamine

benzyl (6-(4-sulfamoylbenzamido)hexyl)carbamate
1294354-58-7

benzyl (6-(4-sulfamoylbenzamido)hexyl)carbamate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;90%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;73.8 mg
3-methylpyridin-2-ylamine
1603-40-3

3-methylpyridin-2-ylamine

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

C6H8N2*C7H7NO4S

C6H8N2*C7H7NO4S

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;90%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

2-((S)-2-{[(S)-1-((S)-2-Amino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-butyryl)-benzooxazole-5-carboxylic acid methyl ester

2-((S)-2-{[(S)-1-((S)-2-Amino-3-methyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-3-methyl-butyryl)-benzooxazole-5-carboxylic acid methyl ester

2-[(S)-3-Methyl-2-({(S)-1-[(S)-3-methyl-2-(4-sulfamoyl-benzoylamino)-butyryl]-pyrrolidine-2-carbonyl}-amino)-butyryl]-benzooxazole-5-carboxylic acid methyl ester

2-[(S)-3-Methyl-2-({(S)-1-[(S)-3-methyl-2-(4-sulfamoyl-benzoylamino)-butyryl]-pyrrolidine-2-carbonyl}-amino)-butyryl]-benzooxazole-5-carboxylic acid methyl ester

Conditions
ConditionsYield
With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 16h; Ambient temperature;89%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

1-cyclopropyl-4-{4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]pyridin-2-yl}piperazine
1227158-85-1

1-cyclopropyl-4-{4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]pyridin-2-yl}piperazine

1-cyclopropyl-4-{4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]pyridin-2-yl}piperazine 4-sulfamoylbenzoate
1227158-88-4

1-cyclopropyl-4-{4-[(5-methyl-3-{3-[4-(trifluoromethoxy)phenyl]-1,2,4-oxadiazol-5-yl}-1H-pyrazol-1-yl)methyl]pyridin-2-yl}piperazine 4-sulfamoylbenzoate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;88%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

C27H48N4O5S
1228371-57-0

C27H48N4O5S

C34H53N5O8S2

C34H53N5O8S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;88%
tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride
1023301-84-9

tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

2-(4-sulfamoylbenzoyl)-2,7-diazaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester

2-(4-sulfamoylbenzoyl)-2,7-diazaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;88%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-uulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester
154715-61-4

4-uulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h; Inert atmosphere;87%
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide80%
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at -20℃; for 21h;75%
1-Butyl-2,2-dimethoxy-pyrrolidine
74255-10-0

1-Butyl-2,2-dimethoxy-pyrrolidine

4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-[1-Butyl-pyrrolidin-(2Z)-ylidenesulfamoyl]-benzoic acid methyl ester

4-[1-Butyl-pyrrolidin-(2Z)-ylidenesulfamoyl]-benzoic acid methyl ester

Conditions
ConditionsYield
In diethyl ether for 6h; Ambient temperature;87%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

4-(hydroxymethyl)benzenesulfonamide
67472-44-0

4-(hydroxymethyl)benzenesulfonamide

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 20℃; for 12h;86%
With diborane In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere;74%
Stage #1: 4-(aminosulfonyl)-benzoic acid With diborane In tetrahydrofuran at 0 - 20℃; for 18.5h;
Stage #2: With hydrogenchloride In methanol; water at 0℃; for 1.5h; Reflux;
67%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 10℃; for 12h;64.47%
Stage #1: 4-(aminosulfonyl)-benzoic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 0℃;
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

(13S,17S)-3-(tert-butyldimethylsilyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 2-hydroxyacetate

(13S,17S)-3-(tert-butyldimethylsilyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl 2-hydroxyacetate

2-((13S,17S)-3-(tert-butyldimethylsilyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-2-oxoethyl 4-sulfamoylbenzoate

2-((13S,17S)-3-(tert-butyldimethylsilyloxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yloxy)-2-oxoethyl 4-sulfamoylbenzoate

Conditions
ConditionsYield
With pyridine; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 72h;86%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

5-iodooctafluoro-3-oxapentanesulfonyl fluoride
66137-74-4

5-iodooctafluoro-3-oxapentanesulfonyl fluoride

C11H5F8INO7S2(1-)*K(1+)

C11H5F8INO7S2(1-)*K(1+)

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With 19-oxaheptatriacontane; potassium carbonate; potassium hydroxide In water; toluene at 20℃;
Stage #2: 5-iodooctafluoro-3-oxapentanesulfonyl fluoride In water; toluene for 0.5h;
86%
4-(aminosulfonyl)-benzoic acid
138-41-0

4-(aminosulfonyl)-benzoic acid

3-bromobenzoylpiperazine

3-bromobenzoylpiperazine

4-[4-(3-bromobenzoyl)piperazine-1-carbonyl]benzenesulfonamide

4-[4-(3-bromobenzoyl)piperazine-1-carbonyl]benzenesulfonamide

Conditions
ConditionsYield
Stage #1: 4-(aminosulfonyl)-benzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 3-bromobenzoylpiperazine In N,N-dimethyl-formamide at 20℃;
86%

Carzenide Consensus Reports

Reported in EPA TSCA Inventory.

Carzenide Specification

The Benzoic acid,4-(aminosulfonyl)-, with the CAS registry number 138-41-0, is also known as 4-Carboxybenzenesulfonamide. Its EINECS number is 205-327-4. This chemical's molecular formula is C7H7NO4S and molecular weight is 201.21. What's more, its systematic name is 4-sulfamoylbenzoic acid. Its classification code is Drug / Therapeutic Agent. It is used as an organic intermediate and in synthetizing pharmaceuticals.

Physical properties of Benzoic acid,4-(aminosulfonyl)- are: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.38; (4)ACD/LogD (pH 7.4): -2.56; (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: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 72.06 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 45.46 cm3; (15)Molar Volume: 130.9 cm3; (16)Polarizability: 18.02×10-24cm3; (17)Surface Tension: 66.2 dyne/cm; (18)Density: 1.536 g/cm3; (19)Flash Point: 225.4 °C; (20)Enthalpy of Vaporization: 74.57 kJ/mol; (21)Boiling Point: 449 °C at 760 mmHg; (22)Vapour Pressure: 7.56E-09 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-chlorosulfonyl-benzoic acid at the temperature of -5 °C. This reaction will need reagent ammonia and solvent methanol. The yield is about 53%.

Benzoic acid,4-(aminosulfonyl)- can be prepared by 4-chlorosulfonyl-benzoic acid at the temperature of -5 °C

Uses of Benzoic acid,4-(aminosulfonyl)-: it can be used to produce 4-sulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester. It will need reagent dicyclohexylcarbodiimide and solvent dimethylformamide. The yield is about 80%.

Benzoic acid,4-(aminosulfonyl)- can be used to produce 4-sulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. You should not breathe dust. When using it, you must avoid contact with eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(N)c1ccc(C(=O)O)cc1
(2)Std. InChI: InChI=1S/C7H7NO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)(H2,8,11,12)
(3)Std. InChIKey: UCAGLBKTLXCODC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 8, Pg. 548, 1965.
rat LD50 intraperitoneal 350mg/kg (350mg/kg)   Pharmazie. Vol. 38, Pg. 102, 1983.

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