(4-(ethylsulfonyl)phenyl)methanamine hydrochloride

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(4-(ethylsulfonyl)phenyl)methanamine hydrochloride Basic information
Product Name:(4-(ethylsulfonyl)phenyl)methanamine hydrochloride
Synonyms:(4-(ethylsulfonyl)phenyl)methanamine hydrochloride;[4-(Ethanesulfonyl)Phenyl]Methanamine Hydrochloride;Benzenemethanamine, 4-(ethylsulfonyl)-, hydrochloride (1:1);EOS-61704;4-(Ethanesulfonyl)phenyl]methanamine hydrochloride[N/A;4-Ethanesulfonyl-benzylamine hydrochloride;Benzenemethanamine, 4-(ethylsulfonyl)-, HCl;1-[4-(ethanesulfonyl)phenyl]methanamine hydrochloride
CAS:98959-89-8
MF:C9H14ClNO2S
MW:235.73096
EINECS:
Product Categories:
Mol File:98959-89-8.mol
(4-(ethylsulfonyl)phenyl)methanamine hydrochloride Structure
(4-(ethylsulfonyl)phenyl)methanamine hydrochloride Chemical Properties
Melting point 222 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
InChIInChI=1S/C9H13NO2S.ClH/c1-2-13(11,12)9-5-3-8(7-10)4-6-9;/h3-6H,2,7,10H2,1H3;1H
InChIKeyKXPRDHZTUZNMQT-UHFFFAOYSA-N
SMILESC(C1=CC=C(S(CC)(=O)=O)C=C1)N.[H]Cl
Safety Information
MSDS Information
(4-(ethylsulfonyl)phenyl)methanamine hydrochloride Usage And Synthesis
Synthesis
4-ethanesulfonyl-benzonitrile

409112-19-2

(4-(ethylsulfonyl)phenyl)methanamine hydrochloride

98959-89-8

To a stirring solution of 4-(ethylsulfonyl)benzonitrile (1.0 g, 5.12 mmol) in methanol (30 mL) was sequentially added nickel ruanne (500 mg) and ammonia (2.0 mL) at room temperature. The reaction mixture was transferred to a Parr reactor and hydrogenated at 60 psi hydrogen pressure for 1 hour. Upon completion of the reaction, the mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography. Subsequently, the purified free base was reacted with ethyl acetate solution of hydrochloric acid with stirring to give 513 mg of the target product [4-(ethylsulfonyl)phenyl]methylamine hydrochloride. The product characterization data were as follows: nMR (300 MHz, DMSO-d6) δ 1.09 (t, J = 7.5 Hz, 3H), 3.32 (q, J = 7.5 Hz, 2H), 4.15 (s, 2H), 7.76 (d, J = 7.2 Hz, 2H), 7.93 (d, J = 8.4 Hz, 2H), 8.50 (br s, 2H). ESI-MS (m/z) 200 ([M + H]+).

References[1] Patent: WO2018/116285, 2018, A1. Location in patent: Page/Page column 20; 22-23
(4-(ethylsulfonyl)phenyl)methanamine hydrochloride Preparation Products And Raw materials
Raw materials4-ethanesulfonyl-benzonitrile-->Ammonia-->1-(Bromomethyl)-4-(ethylsulfonyl)benzene-->Hydrogen-->Water-->Methanol
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