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Chemical Structure| 38240-26-5 Chemical Structure| 38240-26-5

Structure of 38240-26-5

Chemical Structure| 38240-26-5

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Product Details of [ 38240-26-5 ]

CAS No. :38240-26-5
Formula : C6H8N2S
M.W : 140.21
SMILES Code : NC1=NC=CC(SC)=C1
InChI Key :SHKOHQASQCDXIB-UHFFFAOYSA-N
Pubchem ID :9877393

Safety of [ 38240-26-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P280

Application In Synthesis of [ 38240-26-5 ]

* 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.

  • Downstream synthetic route of [ 38240-26-5 ]

[ 38240-26-5 ] Synthesis Path-Downstream   1~7

YieldReaction ConditionsOperation in experiment
EXAMPLE 35 STR37 4-Methylthio-2-aminopyridine Step A: 4-Methylthio-2-picolinic acid, methyl ester 4-Chloro-2-picolinic acid, methyl ester (1.0 g, 5.8 mmol) and 1.4 g (20 mmol) of sodium thiomethoxide in 10 mL of methanol was placed in a sealed thick wall glass tube and heated at 100 C. for 1 h. After cooling, the solution was acidified with 20 mmol of 12 N HCl in 5 mL of water, then nitrogen gas was bubbled into the reaction until most of the thiomethanol was purged. A precipitate was isolated by filtration to yield 240 mg of title compound. 1 H NMR (200 MHz, CDCl3) delta 8.47(d,1H, J=5 Hz); 7.91(d, 1H, J=2 Hz); 7.24 (dd, 1H, J=5 Hz, J=2 Hz); 3.98 (s, 3H); 2.51(s, 3H).
  • 2
  • 2-Azidocarbonyl-4-methylthiopyridine [ No CAS ]
  • [ 38240-26-5 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; In water; Step C 4-Methylthio-2-aminopyridine The crude material from Step B above was suspended in 4 mL of a 1:1 mixture of water and acetic acid and heated for 1 h at 100 C. The solvent was removed under reduced pressure and the residue purified by silica gel column chromatography (95/5--CH2 Cl2 /methanol) to yield 25 mg of the title compound. 1 H NMR (400 MHz, CDCl3) delta 7.85 (d, 1H, J=5 Hz); 6.48 (dd, 1H, J=5 Hz, J=2 Hz); 6.26 (d, 1H, J=2 Hz); 4.38 (bs, 2H); 2.41 (s, 3H). Mass spectrum (FAB): m/e=141 (M+1).
  • 3
  • [ 38240-26-5 ]
  • [ 99-73-0 ]
  • [ 1192251-96-9 ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 100.0℃; for 8.0h; Step 2: 2-f 4-Bromophenyl)-7-(methylthio)imidazo [ 1 ,2-a]pyridineH3(T NJU-J^"A mixture of <strong>[38240-26-5]4-(methylthio)pyridin-2-amine</strong> (1.00 g, 7.1 mmol) and 2-bromo-l- (4-bromophenyl)ethanone (2.20 g, 7.6 mmol) in ethanol (71 mL) was heated at 100 0C under reflux for 8 h. The mixture was diluted with saturated aqueous NaHCO3 solution (40 mL) and heated again at 100 C for 1 h. The mixture was cooled to room temperature and diluted with water (200 mL). The solid was filtered and washed with water followed by Et2O. The solid was dried under high vacuum to afford the title product. MS (ESI, Q+) m/z 319, 321 (M + 1 for 79Br and 81Br).
  • 4
  • [ 19798-80-2 ]
  • [ 5188-07-8 ]
  • [ 38240-26-5 ]
YieldReaction ConditionsOperation in experiment
In ethanol; water; at 140.0℃; for 18.0h; 4-(Methylthio)pyridin-2-amine A mixture of 4-chloropyridin-2-amine (3.00 g, 23.3 mmol) and sodium thiomethoxide (4.9 g, 70.0 mmol) in ethanol (37.3 mL) and water (9.3 mL) was heated at 140 C in a sealed tube for 18 h. The solvent was evaporated and the residue was triturated with water (20 mL) and Et2O (5 mL). The mixture was filtered and washed with water followed by Et2O. <n="50"/>The solid was dried under high vacuum to afford the title product. MS (ESI, Q+) m/z 141 (M +1)
  • 5
  • [ 1609531-07-8 ]
  • [ 38240-26-5 ]
  • [ 1609531-08-9 ]
YieldReaction ConditionsOperation in experiment
100% With dicyclohexyl-(2?,4?,6?-triisopropyl-3,6-dimethoxy-[1,1?-biphenyl]-2-yl)phosphine; palladium diacetate; potassium carbonate; In 1,4-dioxane; at 105.0℃; for 1.0h;Inert atmosphere; Sealed tube; Step 2[00181j Intermediate 15 (30 mg, 0.097 mmol) was combined with <strong>[38240-26-5]4-(methylthio)pyridin-2-amine</strong> (20.4 mg, 0.145 mmol) as well as palladium diacetate (4.4mg, 0.019 mmol), 2-(dicyclohexylphosphino)-3 ,6-dimethoxy-2?,4?,6?-tri-i-propyl- 1,1?-biphenyl (BrettPhos, 10.4 mg, 0.019 mmol), and potassium carbonate (20 mg, 0.14 mmol) and the vial was flushed with N2 for several minutes. 1 ,4-Dioxane (0.3 mL) was subsequently added and the heterogeneous mixture was sparged with N2, sealed and then heated to 105 C for 1 hour. The reaction was cooled to room temperature and water wasadded resulting in the formation of a precipitate. The slurry was stirred at room temperature for 1 hour and then the solid was collected via filtration, washed with water and dried on the filter overnight, providing Intermediate 16 as a yellow powder (40 mg, 100% yield). LC retention time 2.89 mm [A]. MS(Ej m/z: 414 (MHj.
  • 6
  • [ 38240-26-5 ]
  • [ 1192251-97-0 ]
  • 7
  • [ 38240-26-5 ]
  • [ 1192251-80-1 ]
 

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