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[ CAS No. 5330-79-0 ]

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Chemical Structure| 5330-79-0
Chemical Structure| 5330-79-0
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CAS No. :5330-79-0 MDL No. :MFCD02664017
Formula : C10H10N2S Boiling Point : 349.7°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :190.27 g/mol Pubchem ID :220174
Synonyms :

Safety of [ 5330-79-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5330-79-0 ]

  • Upstream synthesis route of [ 5330-79-0 ]

[ 5330-79-0 ] Synthesis Path-Upstream   1~5

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YieldReaction ConditionsOperation in experiment
91% With carbon tetrabromide; triethylamine In acetonitrile at 20℃; for 3 h; General procedure: To a mixture of ketone (0.5 mmol), thiourea (0.5 mmol), and triethylamine (0.5 mmol) in acetonitrile (3 mL) was added carbon tetrabromide (0.5 mmol) in a round bottom flask at room temperature and the reaction mixture was stirred for 2-6 h. After completion of the reaction (monitored by TLC), water (5 mL) was added and the mixture was extracted with EtOAc (3*5 mL). The combined organic phase was dried over MgSO4, filtered, and evaporated under reduced pressure to give the crude product. The resulting product was purified by silica gel column chromatography using a gradient mixture of hexane/ethyl acetate as eluent to afford an analytically pure sample of 3.
68% at 100℃; for 8 h; General procedure: A mixture of thiourea (50 mmol), the corresponding acetophenone (25 mmol) and iodine (25 mmol) is stirred at 100 °C for 8 h.Then the reaction mixture is cooled, extracted with diethyl ether toremove excess of acetophenone, and then washed with aqueous sodium thiosulfate to remove excess iodine and later with cold water. The crude product is dissolved in hot water, filtered to remove sulphone, and the filtrate is basified with aqueous Na2CO3to yield the corresponding 2-amino-4-(substituted-phenyl)-1,3-thiazole. The crude product is purified by recrystallization from alcohol.
Reference: [1] Tetrahedron Letters, 2015, vol. 56, # 41, p. 5623 - 5627
[2] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 305 - 313
[3] Journal of the American Chemical Society, 1950, vol. 72, p. 3722
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5428 - 5431
[5] Chemical Biology and Drug Design, 2017, vol. 90, # 5, p. 778 - 790
[6] Chemical Biology and Drug Design, 2018, vol. 91, # 3, p. 728 - 734
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YieldReaction ConditionsOperation in experiment
88% With copper diacetate In acetonitrile at 25℃; for 25 h; Irradiation A method of driving visible light to synthesize 4-alkyl or aryl-2-aminothiazoles. This method refers to the addition of alkene azide, ammonium thiocyanate, and copper acetate to solvent acetonitrile, respectively. The reaction is carried out at a temperature of 25° C. in the visible light at a wavelength of 455 nm. After 25 h, a reaction liquid is obtained. The reaction solution was spin-dried at a temperature of 25° C. and a pressure of 1.3 kPa to obtain a concentrate; the concentrate was subjected to silica gel column chromatography (200 to 300 mesh silica gel, eluent: petroleum ether: ethyl acetate=6 mL: 1 mL) gives 4-(2-methylphenyl)-2-aminothiazole (2f) as a white solid (16.7 mg, 88percent).
Reference: [1] ACS Catalysis, 2017, vol. 7, # 11, p. 7941 - 7945
[2] Patent: CN107586282, 2018, A, . Location in patent: Paragraph 0051; 0052; 0053; 0054; 0055; 0056
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  • [ 611-15-4 ]
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Reference: [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 5, p. 1093 - 1101
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  • [ 81585-73-1 ]
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Reference: [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 5, p. 1093 - 1101
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Reference: [1] MedChemComm, 2015, vol. 6, # 6, p. 1036 - 1042
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