Waste-free thiolysis of epoxide in water with quantitative yield

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Supporting Information
Toward a practical and waste-free synthesis of thioureas in water
Najmedin Azizi,* Alireza Khajeh-Amiri and Mohammad Bolourtchian
Ministry of Science, Research & Technology Chemistry & Chemical Engineering
Research Center of Iran P.O. Box 14335-186 Tehran-Iran
Tel : +98 (21) 44580720 to 40; Fax : +98 (21) 44580762
Table of content
General experimental procedure
Spectral data for compounds
S1
S2
S3 – S48
General Experimental Methods: 1H NMR spectra were recorded on 500 MHz
NMR spectrometer and
13
C NMR spectra were recorded on 125 MHz NMR spectrometer
respectively using CDCl3/DMSO or DMSO, as a solvent, Chemical shifts have been
expressed in (ppm) downfield from TMS. All amines, CS2 and solvent are commercially
available and were purchased and used without further purification; water and other solvent
were distilled before used.
General procedure for the green reaction of amines and CS2 in water: the carbon
disulfide (10 mmol for aromatic amine and 7 mmol for aliphatic amine), and the amines (10
mmol) were added to water (15 ml) the reaction mixture were stirred at 60oC for 1-12 h.
When the reaction was completed, the products were participated. The precipitatewas fitered
and washed with water followed by recrystalization from hot water, ethanol or diethyl ether.
All compounds were characterized on the basis of NMR (1H, and
Mass and melting point spectroscopic data.
S2
13
C) and high roselation
S3
S4
S5
S6
S7
S8
S9
S10
S11
S12
S13
S14
S15
S16
S17
S18
S19
S20
S21
S22
S23
S24
S25
S26
S27
S28
S29
S30
S31
S32
S33
S34
S35
S36
S37
S38
S39
S40
S41
S42
S43
S44
S45
S46
S47
S48
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