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[ CAS No. 532-55-8 ] {[proInfo.proName]}

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Chemical Structure| 532-55-8
Chemical Structure| 532-55-8
Structure of 532-55-8 * Storage: {[proInfo.prStorage]}
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Product Details of [ 532-55-8 ]

CAS No. :532-55-8 MDL No. :MFCD00004815
Formula : C8H5NOS Boiling Point : -
Linear Structure Formula :- InChI Key :CPEKAXYCDKETEN-UHFFFAOYSA-N
M.W : 163.20 Pubchem ID :68284
Synonyms :

Safety of [ 532-55-8 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P261-P264-P270-P272-P280-P301+P310-P302+P352-P305+P351+P338-P310-P321-P330-P333+P313-P363-P405-P501 UN#:2922
Hazard Statements:H301-H317-H318 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 532-55-8 ]

* 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.

  • Upstream synthesis route of [ 532-55-8 ]
  • Downstream synthetic route of [ 532-55-8 ]

[ 532-55-8 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 5049-61-6 ]
  • [ 532-55-8 ]
  • [ 31437-05-5 ]
Reference: [1] Patent: WO2004/96797, 2004, A1, . Location in patent: Page 33-34
[2] Patent: US2004/53982, 2004, A1,
  • 2
  • [ 5049-61-6 ]
  • [ 1310-73-2 ]
  • [ 532-55-8 ]
  • [ 31437-05-5 ]
Reference: [1] Patent: WO2004/78754, 2004, A1, . Location in patent: Page 24
  • 3
  • [ 554-00-7 ]
  • [ 532-55-8 ]
  • [ 6326-14-3 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 1, p. 111 - 114
  • 4
  • [ 150-13-0 ]
  • [ 532-55-8 ]
  • [ 7366-56-5 ]
Reference: [1] Bulletin of the Korean Chemical Society, 2012, vol. 33, # 1, p. 111 - 114
  • 5
  • [ 1824-81-3 ]
  • [ 532-55-8 ]
  • [ 96938-51-1 ]
YieldReaction ConditionsOperation in experiment
80% for 3 h; Reflux To the solution of benzylisothiocyanate (83.0 g, 509.3 mmol) in acetone (700mL) was added compound 6-methylpyridin-2 -amine (50 g, 463.0mmol) in acetone (600 ml) dropwise, then the reaction mixture was stirred at reflux for 3h. The reaction mixture was poured on to crushed ice, then filtered and washed with water, water/MeOH (1 : 1) and MeOH to give l-benzoyl-3-(6- methylpyridin-2-yl)thiourea as a yellow solid (100.1 g, yield 80percent). To a solution of 1-benzoyl-3-(6-methylpyridin-2-yl)thiourea (60 g,221.4 mmol) in THF ( 1000 ml) was added 2N NaOH (243.5ml), then heated at reflux for 3 h. Cooled to RT and filtered to give (6-methylpyridin-2- yl)thiourea as a white solid (34.1 g, yield 92percent). A mixture of (6-methylpyridin-2-yl)thiourea (13.2 g, 79.16 mmol) and 2-bromo-l-(4-bromophenyl)ethan-l-one (22 g, 79.16 mmol) in ethanol (300 mL) was stirred at reflux for 3h, then concentrated and purified with silica gel column to give N-[4-(4-bromophenyl)-l,3-thiazol-2-yl]-6-methylpyridin-2-amine as a yellow solid (14.3 g,53percent). A solution of N-[4-(4-bromophenyl)-l,3-thiazol-2-yl]-6-methylpyridin-2-amine (5 g. 14.5mmol), Bis(pinacolato)diboron (4.8 g, 18.8mmol), Pd(dppf)2Ci2 (1.2 mg, 1.5mmol) and AcOK (4.3 g, 43.3mmol) in dioxane (100ml) was heated to 80 under 2 overnight. The mixture was evaporated to give (6-methyl-N-{4-[4-(tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl]-l,3-thiazol-2-yl}pyridin-2-amine). Coupling (200mg) with 2-dimethylamino-4- bromopyridine under standard conditions gave 33 mg from 200 mg of, yellow solid, 17 percent yield.
Reference: [1] Patent: WO2013/33037, 2013, A2, . Location in patent: Paragraph 0752
[2] Journal of Heterocyclic Chemistry, 1985, vol. 22, # 1, p. 137 - 140
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 12, p. 3081 - 3085
[4] Patent: WO2005/95345, 2005, A2, . Location in patent: Page/Page column 41
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 2, p. 634 - 639
[6] ChemMedChem, 2013, vol. 8, # 5, p. 847 - 857
[7] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 21, p. 6385 - 6397
[8] Phosphorus, Sulfur and Silicon and the Related Elements, 2015, vol. 190, # 8, p. 1366 - 1377
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