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Chemical Structure| 607377-99-1 Chemical Structure| 607377-99-1

Structure of 607377-99-1

Chemical Structure| 607377-99-1

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Product Details of [ 607377-99-1 ]

CAS No. :607377-99-1
Formula : C9H7ClN2
M.W : 178.62
SMILES Code : NC1=C2C=CC(Cl)=NC2=CC=C1
MDL No. :MFCD19690288

Safety of [ 607377-99-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 607377-99-1 ]

* 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 [ 607377-99-1 ]

[ 607377-99-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 13067-94-2 ]
  • [ 607377-99-1 ]
YieldReaction ConditionsOperation in experiment
100% With tin(ll) chloride; In ethanol; at 80℃; for 4.0h;Inert atmosphere; General procedure: Appropriate benzyl substituted compounds [37], 14a-b or 17g (1.0 equiv) was dissolved in ethanol and SnCl2 (3.0 equiv) was added. After the reaction mixture was stirred for 4hat 80C in argon gas environment, it was concentrated and partitioned between saturate brine and ethyl acetate. The organic layer was dried over sodium sulfate, filtered and evaporated under the vacuum. The resulting residue was purified by silica gel column chromatography to afford 10a-l, 15a-b and 17h.
With hydrogen;platinum(IV) oxide; In ethanol; at 20℃; EXAMPLE 614-Fluoro-N-[2-(2-methoxy-benzylamino)-quinolin-5-yl]-benzenesulfonamideStep A5-Nitro-2-chloroquinoline (CAS 13067-94-2, 5.0 g, 24 mmol) was dissolved in 500 mL ethanol and platinumoxid hydrate (176 mg, 0.718 mmol) was added. He reaction mixture was hydrogenated with a hydrogen ballon at room temperature overnight and filtered. The filtrate was evaporated off. The crude 5-amino-2-chloroquinoline (4.58 g) was used without further purification for the next step.
With hydrogen;platinum(IV) oxide; In ethanol; at 20℃; 5-Nitro-2-chloroquinoline (CAS 13067-94-2, 5.0 g, 24 mmol) was dissolved in 500 mL ethanol and platinumoxid hydrate (176 mg, 0.718 mmol) was added. The reaction mixture was hydrogenated with a hydrogen ballon at room temperature overnight and filtered. The filtrate was evaporated off. The crude 5-amino-2-chloroquinoline (4.58 g) was used without further purification for the next step.
  • 2
  • [ 13067-94-2 ]
  • [ 7439-89-6 ]
  • [ 607377-99-1 ]
YieldReaction ConditionsOperation in experiment
With sodium carbonate; In acetic acid; 5(iv) 2-Chloro-5-aminoquinoline (11) 2-Chloro-5-nitroquinoline (300 mg, 1.44 mmol) was added to glacial acetic acid (3 mL) and stirred at 65 C. Iron powder (403 mg) was added to the mixture and stirring continued for 5 h. The reaction mixture was then cooled, concentrated and the residue diluted with water (20 mL) and pH was adjusted by addition of sodium carbonate solution. The product was then extracted with ethyl acetate (3*15 mL). The combined extractes were washed with brine, dried over anhydrous sodium sulphate, filtered and evaporated to give the product as a brown oil (260 mg>90% yield). 1H-NMR (300 MHz, CDCl3) delta=8.11 (1H, d, J=9 Hz, Ar-H), 7.55-7.44 (2H, m, Ar-H), 7.30 (1H, d, J=9 Hz, Ar-H), 6.82 (1H, d, J=9 Hz, Ar-H). LCMS Mass Found=[M+H)+ 179, Calcd for C9H7N2Cl 178.
 

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