ChemicalBook--->CAS DataBase List--->3306-62-5

3306-62-5

3306-62-5 Structure

3306-62-5 Structure
IdentificationMore
[Name]

2-Aminobenzenesulfonamide
[CAS]

3306-62-5
[Synonyms]

2-AMINOBENZENESULFONAMIDE
2-AMINO-BENZENESULFONYL CHLORIDE
2-AMINOBENZENE SULPHONAMIDE
2-AMINOPHENYL SULFONYL CHLORIDE
o-Aminobenzenesulphonamide
2-amino-benzenesulfonamid
o-amino-benzenesulfonamid
o-aminobenzenesulfonamide
orthanilamide
o-sulfanilamide
2-Amino-Benzensulfonamide
D-aminobenzene sulfonamide
Benzenesulfonamide, 2-amino-(9CI)
2-Aminobenzenesulfonamide ,98%
[EINECS(EC#)]

221-988-1
[Molecular Formula]

C6H8N2O2S
[MDL Number]

MFCD08443599
[Molecular Weight]

172.2
[MOL File]

3306-62-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to pale cream crystalline powder or crystals
[Melting point ]

155-157 °C(lit.)
[Boiling point ]

392.7±44.0 °C(Predicted)
[density ]

1.3250 (rough estimate)
[refractive index ]

1.6490 (estimate)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

DMSO (Sparingly), Methanol (Slightly)
[form ]

Solid
[pka]

10.29±0.60(Predicted)
[color ]

Off-White to Beige
[Water Solubility ]

6.655g/L(24 ºC)
[InChI]

InChI=1S/C6H8N2O2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
[InChIKey]

YAZSBRQTAHVVGE-UHFFFAOYSA-N
[SMILES]

C1(S(N)(=O)=O)=CC=CC=C1N
[CAS DataBase Reference]

3306-62-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[RTECS ]

DA9449000
[Hazard Note ]

Irritant
[HS Code ]

29350090
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Palladium-->Hydrazinium hydroxide solution-->2-Nitrobenzenesulfonamide-->2-benzyl-1,1-dioxo-4H-1$l^{6},2,4-benzothiadiazin-3-one-->Methanol-->Hydrogen-->Activated carbon
[Preparation Products]

N,N'-DIACETYLSULFANILAMIDE-->2H-1,2,4-Benzothiadiazine 1,1-dioxide-->Benzenesulfonamide, 2-hydrazino- (9CI)-->2-Amino-5-bromobenzenesulfonamide-->2-IODOBENZENE-1-SULFONAMIDE, 95%+
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-aminobenzene sulfonamide(3306-62-5).msds
Hazard InformationBack Directory
[Chemical Properties]

white to pale cream crystalline powder or crystals
[Uses]

Diuretic;Inhibitor of carbonic anhydrase B
[Definition]

ChEBI: 2-aminobenzenesulfonamide is a sulfonamide and a member of benzenes.
[Synthesis]

2-Nitrobenzenesulfonamide

5455-59-4

2-Aminobenzenesulfonamide

3306-62-5

General procedure for the synthesis of o-aminobenzenesulfonamide from 2-nitrobenzenesulfonamide: 2-nitrobenzenesulfonamide (80.0 g, 0.58 mol) was dissolved in methanol in the presence of a Pd/C catalyst (10.0 g, 13% w/w) to prepare a solution with a mass concentration of 10%. The hydrogenation reaction was carried out at 50 psi hydrogen pressure and 60°C and the reaction was continued overnight. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to give 60 g of off-white solid o-aminobenzenesulfonamide in 95% yield.

[IC 50]

CA Ⅸ
[Solubility in organics]

2-Aminobenzenesulfonamide is freely soluble in water, glacial acetic acid, ethyl alcohol, acetone, and methanol; insoluble in benzene.
[References]

[1] Patent: CN104761514, 2016, B. Location in patent: Paragraph 0028-0030
[2] Tetrahedron Letters, 2001, vol. 42, # 33, p. 5601 - 5603
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 7, p. 2455 - 2478
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 17, p. 5647 - 5647
[5] Bihang till Svenska Vet.-Akad. Handlingar, vol. 27, p. II, No. 1, S. 4
Spectrum DetailBack Directory
[Spectrum Detail]

2-Aminobenzenesulfonamide(3306-62-5)1HNMR
2-Aminobenzenesulfonamide(3306-62-5)13CNMR
2-Aminobenzenesulfonamide(3306-62-5)IR1
2-Aminobenzenesulfonamide(3306-62-5)IR2
2-Aminobenzenesulfonamide(3306-62-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Aminobenzenesulfonamide, 98%(3306-62-5)
[Alfa Aesar]

2-Aminobenzenesulfonamide, 98%(3306-62-5)
[Sigma Aldrich]

3306-62-5(sigmaaldrich)
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