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Chemical Structure| 214470-37-8 Chemical Structure| 214470-37-8

Structure of 214470-37-8

Chemical Structure| 214470-37-8

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Product Details of [ 214470-37-8 ]

CAS No. :214470-37-8
Formula : C10H4ClN3O2
M.W : 233.61
SMILES Code : N#CC1=C(Cl)C2=CC([N+]([O-])=O)=CC=C2N=C1
MDL No. :MFCD09261363
InChI Key :QRUCHOLKZVCUAH-UHFFFAOYSA-N
Pubchem ID :11085690

Safety of [ 214470-37-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 214470-37-8 ]

* 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.

  • Downstream synthetic route of [ 214470-37-8 ]

[ 214470-37-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3575-32-4 ]
  • [ 214470-37-8 ]
  • 4-(3-dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In ethyl acetate; 4-(3-Dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile Prepared from 5.00 g of 4-chloro-6-nitroquinoline-3-carbonitrile, 5.38 g of 3-dimethylaminoaniline dihydrochloride and 5.17 g of triethylamine in the same manner as EXAMPLE 377. The crude product was taken up in EtOAc, treated with Darco, filtered through Celite, evaporated and dried in vacuo (50 C.). The yield of 4-(3-dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile was 5.62 g as brick red crystals: mass spectrum (electrospray, m/e): M+H 334.2.
With triethylamine; In ethyl acetate; 4-(3-Dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile Prepared from 5.00 g of 4-chloro-6-nitroquinoline-3-carbonitrile, 5.38 g of 3-dimethylaminoaniline dihydrochloride and 5.17 g of triethylamine in the same manner as Example 377. The crude product was taken up in EtOAc, treated with Darco, filtered through Celite, evaporated and dried in vacuo (50 C.). The yield of 4-(3-dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile was 5.62 g as brick red crystals: mass spectrum (electrospray, m/e): M+H 334.2.
With triethylamine; In ethyl acetate; Example 386 4-(3-Dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile Prepared from 5.00 g of 4-chloro-6-nitroquinoline-3-carbonitrile, 5.38 g of 3-dimethylaminoaniline dihydrochloride and 5.17 g of triethylamine in the same manner as Example 377. The crude product was taken up in EtOAc, treated with Darco, filtered through Celite, evaporated and dried in vacuo (50C). The yield of 4-(3-dimethylaminophenylamino)-6-nitroquinoline-3-carbonitrile was 5.62 g as brick red crystals: mass spectrum (electrospray, m/e): M+H 334.2.
  • 2
  • [ 615-55-4 ]
  • [ 214470-37-8 ]
  • [ 214484-17-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydrogencarbonate; In ethanol; 4-(3,4-Dibromophenylamino)-6-nitroquinoline-3-carbonitrile A mixture of 6.20 g (26.6 mmol) of 4-chloro-6-nitroquinoline-3-carbonitrile and 8.00 g (31.9 mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160 mL of EtOH was refluxed under N2 for 5 hr. Satd NaHCO3 was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and H2O and dried. The insoluble material was repeatedly extracted with boiling EtOAc and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of 4-(3,4-dibromophenylamino)-6-nitroquinoline-3-carbonitrile as a green solid: mass spectrum (electrospray, m/e): M+H 448.9.
With sodium hydrogencarbonate; In ethanol; EXAMPLE 11 4-[(3,4-Dibromophenyl)amino]-6-nitro-quinoline-3-carbonitrile A mixture of 6.20 g (26.6 mmol) of 4-chloro-6-nitro-quinoline-3-carbonitrile and 8.00 g (31.9 mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160 mL of ethanol was refluxed under N2 for 5 h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of green solid: mass spectrum (electrospray, m/e): M+H 449.
With sodium hydrogencarbonate; In ethanol; EXAMPLE 20 4-[(3,4-Dibromophenyl)amino]-6-nitro-3-quinolinecarbonitrile A mixture of 6.20 g (26.6 mmol)of 4-chloro-6-nitro-3-quinolinecarbonitrile and 8.00 g (31.9 mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160 mL of ethanol was refluxed under N2 for 5 h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of green solid: mass spectrum (electrospray, m/e): M+H 449.
With sodium hydrogencarbonate; In ethanol; 4-(3,4-Dibromophenylamino)-6-nitroquinoline-3-carbonitrile A mixture of 6.20 g (26.6 mmol) of 4-chloro-6-nitroquinoline-3-carbonitrile and 8.00 g (31.9 mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160 mL of EtOH was refluxed under N2 for 5 hr. Satd NaHCO3 was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and H2 O and dried. The insoluble material was repeatedly extracted with boiling EtOAc and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of 4-(3,4-dibromophenylamino)-6-nitroquinoline-3-carbonitrile as a green solid: mass spectrum (electrospray, m/e): M+H 448.9.
With sodium hydrogencarbonate; Example 377 4-(3,4-Dibromophenylamino)-6-nitroquinoline-3-carbonitrile A mixture of 6.20g (26.6 mmol) of 4-chloro-6-nitroquinoline-3-carbonitrile and 8.00 g (31.9 mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160 mL ofEtOH was refluxed under N2 for 5 hr. Satd NaHCO3 was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and H2O and dried. The insoluble material was repeatedly extracted with boiling EtOAc and the solution was then filtered through silica gel. The solvent was removed to give 3.80 g of 4-(3,4-dibromophenylamino)-6-nitroquinoline-3-carbonitrile as a green solid: mass spectrum (electrospray, m/e): M+H 448.9.
A mixture of 6.20g (26.6mmol)of 4-chloro-6-nitro-quinoline-3-carbonitrile and 8.00g (31.9mmo1) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160mL of ethanol was refluxed under N2 for 5h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80g of green solid: mass spectrum (electrospray, m/e): M+H 449.
A mixture of 6.20g (26.6mmol)of4-chloro-6-nitro-3-quinolinecarbonitrile and 8.00g (31.9mmol) of <strong>[615-55-4]3,4-dibromoaniline</strong> in 160mL of ethanol was refluxed under N2 for 5h. Saturated sodium bicarbonate was added and volatile material was removed. The residue was slurried with hexane, collected, washed with hexane and water and dried. The insoluble material was repeatedly extracted with boiling ethyl acetate and the solution was then filtered through silica gel. The solvent was removed to give 3.80g of green solid: mass spectrum (electrospray, m/e): M+H 449.

 

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Related Parent Nucleus of
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