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CAS No. : | 2986-17-6 | MDL No. : | MFCD00040485 |
Formula : | C7H16N2S | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KREOCUNMMFZOOS-UHFFFAOYSA-N |
M.W : | 160.28 | Pubchem ID : | 2758386 |
Synonyms : |
|
Chemical Name : | 1,3-Diisopropylthiourea |
Signal Word: | Warning | Class: | |
Precautionary Statements: | P301+P312+P330 | UN#: | |
Hazard Statements: | H302 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | In water; at 20℃; for 0.166667h;Green chemistry; | General procedure: To a 50 mL round bottom flask equipped with a magnetic stirrer, add carbon disulphide (5 mmol) andamine (10 mmol) in ice cold condition followed by addition of water (5 mL). Cork the flask. Thereaction mixture was stirred vigorously at room temperature. The progress of the reaction was checkedby TLC (10percent MeOH: chloroform or EtOAc: hexane). After completion of reaction, solid was obtainedby removal of water under reduced pressure on rotary evaporator while in some cases (Entry 7, 9, 10,11 and 14, 15) the reaction mixture solidified when the reaction on completion. The obtained solidproduct was recrystallized with ethanol or washing with mixture EtOAc: hexane. |
97% | In water; at 20℃; for 0.166667h;Green chemistry; | General procedure: To a 50 mL round bottom flask equipped with a magnetic stirrer, add carbon disulphide (5 mmol) and amine (10 mmol) in ice cold condition followed by addition of water (5 mL). Cork the flask. The reaction mixture was stirred vigorously at room temperature. The progress of the reaction was checked by TLC (10percent MeOH: chloroform or EtOAc: hexane). After completion of reaction, solid was obtained by removal of water under reduced pressure on rotary evaporator while in some cases (Entry 7, 9, 10, 11 and 14, 15) the reaction mixture solidified when the reaction on completion. The obtained solid product was recrystallized with ethanol or washing with mixture EtOAc : hexane. |
In toluene; at 35℃; for 1.0h;Large scale; | The first 140 kg isopropylamine and 400 kg toluene into reactor and, start the stirring, dropping 70 kg carbon disulfide, temperature control in the 35 °C following, thermal insulation reaction 1 hours, at the same time for 30percent of the mass fraction of the sodium hydroxide solution to absorb the reaction produced in the process of hydrogen sulfide gas, generating sodium sulfide solution for secondary oxidation of the desulfurization reaction; cooling, filtration, and dried to obtain the N, N' - diisopropyl thiourea. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With cyclopentadienyl iron(II) dicarbonyl dimer; In tetrahydrofuran; at 60℃; for 24.0h;Inert atmosphere; | To the reaction vessel, 0.3 mmol of the thiourea compound shown in Table 3, 0.9 mmol of [CpFe (CO) 2] 2 as in Example 1-2 as an iron compound and 9 mL of tetrahydrofuran were added and the mixture was stirred at 60 ° C. under a nitrogen atmosphere And allowed to react for 24 hours. However, only in Example 3-9, each charged amount was multiplied by 100/3 and carried out.After completion of the reaction, the resulting reaction solution was analyzed with a gas chromatograph mass spectrometer (GC-MS), and it was found that the product shown in Table 3 was produced at the yield shown in Table 3.The reaction solutions obtained in Examples 3-1 to 3-9 were cooled to room temperature, water was added, and the product was extracted with ethyl acetate. Subsequently, the organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate, then filtered and concentrated to obtain a crude product, and the crude product was used in Examples 3-1 to 3-8, silica gel (Developing solvent: ethyl acetate / hexane (mixing ratio was appropriately adjusted)), and purified by distillation in Example 3-9 to obtain the respective products |
93% | With sodium chlorate; N-benzyl-N,N,N-triethylammonium chloride; In water; benzene; at 55 - 70℃; for 4.0h;Large scale; | Will be 100 kg N, N ' - diisopropyl thiourea, 400 kg benzene is added to the other in a reaction kettle, plus 5 kg piece of alkali, 15 kg catalyst polyethylene glycol, the kettle temperature rises to 60 °C, dropwise 600 kg sodium hypochlorite, temperature control in the 55 - 65 °C between, reaction 2 hours, standing 20 minutes, discarding lower aqueous phase; filtering the aqueous phase after the next time for preparation of oxidizing liquid, do not discharge.The primary oxidation end of oxidizing liquid into the other in a kettle, add 2 kg catalyst, dropping 100 L sodium hypochlorite, temperature control in the 65 °C the left and the right, reaction 1 hours.Added in the reaction kettle 150 L of sodium sulfide solution, heating up to 70 °C, reaction 1 hours.Adding alkali to 5 kg, water 300 kg, stirring for half an hour, standing 20 minutes, eliminating water layer, adding 10 kg potassium carbonate drying, evaporating the solvent, pressure reducing and get the N, N' - diisopropyl carbodiimide. Yield 93percent, purity 99.5percent or more. |
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