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4-(dimethylamino)benzenesulphonic acid

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Products Intro: Product Name:Benzenesulfonic acid,4-(dimethylamino)-
CAS:121-58-4
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CAS:121-58-4
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CAS:121-58-4
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4-(dimethylamino)benzenesulphonic acid Basic information
Product Name:4-(dimethylamino)benzenesulphonic acid
Synonyms:4-(dimethylamino)benzenesulphonic acid;p-dimethylaminobenzenesulfonic acid;N,N-Dimethylaniline-p-sulfonic acid;N,N-Dimethylsulfanilic acid;4-(DiMethylaMino)benzenesulfonic acid;Benzenesulfonic acid,4-(dimethylamino)-;Benzenesulfonic Acid Impurity 11;4-(dimethylamino)benzenesulfonicaci
CAS:121-58-4
MF:C8H11NO3S
MW:201.24
EINECS:204-483-0
Product Categories:Amines, Aromatics, Sulfur & Selenium Compounds
Mol File:121-58-4.mol
4-(dimethylamino)benzenesulphonic acid Structure
4-(dimethylamino)benzenesulphonic acid Chemical Properties
Melting point 270.5°C
density 1.3156 (rough estimate)
refractive index 1.5364 (estimate)
storage temp. Store at room temperature
pka-1.15±0.50(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C8H11NO3S/c1-9(2)7-3-5-8(6-4-7)13(10,11)12/h3-6H,1-2H3,(H,10,11,12)
InChIKeyKZVBBVPCVQEVQK-UHFFFAOYSA-N
SMILESC1(S(O)(=O)=O)=CC=C(N(C)C)C=C1
EPA Substance Registry SystemBenzenesulfonic acid, 4-(dimethylamino)- (121-58-4)
Safety Information
TSCA TSCA listed
MSDS Information
4-(dimethylamino)benzenesulphonic acid Usage And Synthesis
UsesN,N-Dimethylsulfanilic Acid, is a benzoic acid derivative acting as a weak yeast sirtuin inhibitors.
Synthesis
N,N-Dimethylaniline

121-69-7

4-(dimethylamino)benzenesulphonic acid

121-58-4

4-(Dimethylamino)benzenesulfonic acid was synthesized as follows: to a 250 mL three-necked round-bottomed flask, a solution of N,N-dimethylaniline (20 g, 165.29 mmol) in ether (40 mL) was added under ice bath conditions. Subsequently, a solution of sulfuric acid (16.1 g, 161.00 mmol) in ether (160 mL) was added slowly and dropwise. Upon completion of the reaction, the ether solvent was removed by rotary evaporator. The resulting mixture was reacted under stirring conditions at 170 °C under vacuum for 4 hours. Eventually, 10.5 g of 4-(dimethylamino)benzenesulfonic acid was obtained in 32% yield and the product was a white solid.

References[1] Patent: US2010/256092, 2010, A1. Location in patent: Page/Page column 134
[2] European Journal of Medicinal Chemistry, 2001, vol. 36, # 10, p. 809 - 828
[3] Synthesis, 1982, # 4, p. 277 - 280
[4] Patent: US2008/318941, 2008, A1. Location in patent: Page/Page column 37
[5] Patent: US2008/200471, 2008, A1. Location in patent: Page/Page column 60
4-(dimethylamino)benzenesulphonic acid Preparation Products And Raw materials
Raw materialsN,N-Dimethylaniline
Preparation Productsp-(Dimethylamino)benzenesulfonyl chloride
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