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Chemical Structure| 4583-86-2 Chemical Structure| 4583-86-2

Structure of 4583-86-2

Chemical Structure| 4583-86-2

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Product Details of [ 4583-86-2 ]

CAS No. :4583-86-2
Formula : C9H10N2O2
M.W : 178.19
SMILES Code : O=C1N(C)C2=CC=C(OC)C=C2N1
MDL No. :MFCD21362674
InChI Key :ZFMIDGIWKKDSTH-UHFFFAOYSA-N
Pubchem ID :21321253

Safety of [ 4583-86-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338

Application In Synthesis of [ 4583-86-2 ]

* 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 [ 4583-86-2 ]

[ 4583-86-2 ] Synthesis Path-Downstream   1~8

  • 3
  • [ 129139-48-6 ]
  • [ 503-38-8 ]
  • [ 4583-86-2 ]
YieldReaction ConditionsOperation in experiment
45% With triethylamine; In dichloromethane; at 20.0℃; c) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one: 8.0 g (52.56 mmol) 4-methoxy-N2-methyl-benzene-1,2-diamine and 8.7 mL (63.00 mmol) triethylamine are dissolved in 100 mL dichloromethane and added dropwise to 7 mL (58.00 mmol) trichloromethylchloroformate in 50 mL dichloromethane. The reaction mixture is stirred overnight at ambient temperature, then poured into ice water and extracted with dichloromethane. The combined organic phases are washed with water, dried and evaporated down. The product remaining is stirred with diethyl ether. Yield: 4.2 g (45%); mass spectroscopy: [M+H]+=179.
45% With triethylamine; In dichloromethane; at 20.0℃; 8.0 g (52.56 mmol) 4-methoxy-N-2-methyl-benzene-1,2-diamine and 8.7 mL (63.00 mmol) triethylamine are dissolved in 100 mL dichloromethane and added dropwise to 7 mL (58.00 mmol) trichloromethylchloroformate in 50 mL dichloromethane. The reaction mixture is stirred overnight at ambient temperature, then poured into ice water and extracted with dichloromethane. The combined organic phases are washed with water, dried and evaporated down. The remaining solid is stirred with diethyl ether. Yield: 4.2 g (45%); mass spectroscopy: [M+H]+=179.
45% With triethylamine; In dichloromethane; at 20.0℃; c) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one 8.0 g (52.56 mmol) 4-methoxy-N-2-methyl-benzene-1,2-diamine and 8.7 mL (63.00 mmol) triethylamine are dissolved in 100 mL dichloromethane and added dropwise to 7 mL (58.00 mmol) trichloromethyl chloroformate in 50 mL dichloromethane. The reaction mixture is stirred overnight at ambient temperature, the poured into ice water and extracted with dichloromethane. The combined organic phases are washed with water, dried and evaporated down. The solid that remains is stirred with diethyl ether. Yield: 4.2 g (45%); mass spectroscopy: [M+H]+=179.
  • 4
  • [ 397323-44-3 ]
  • [ 4583-86-2 ]
  • 5-methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% 1.1 g (28 mmol) 60% sodium hydride are added to 2.5 g (14 mmol) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one in 30 mL DMF while being cooled with the ice bath. After 30 minutes a solution of 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is piped in and the mixture is stirred overnight. It is diluted with water and extracted with ethyl acetate. The combined organic phases are washed with water, dried and evaporated down. The solid remaining is stirred with diethyl ether. Yield: 2.7 g (63%); mass spectroscopy: [M+H]+=308.
  • 5
  • [ 397323-44-3 ]
  • [ 4583-86-2 ]
  • [ 950202-89-8 ]
YieldReaction ConditionsOperation in experiment
63% d) 5-methoxy-3-methyl-1-(3-methyl-3-nitro-butyl)-1,3-dihydro-benzimidazol-2-one 1.1 g (28 mmol) 60% sodium hydride are added to 2.5 g (14 mmol) 5-methoxy-1-methyl-1,3-dihydro-benzimidazol-2-one in 30 mL DMF while being cooled with the ice bath. After 30 minutes a solution of 1-iodo-4-methyl-4-nitro-pentane in 20 mL DMF is piped in and the mixture is stirred overnight. It is diluted with water and extracted with ethyl acetate. The combined organic phases are washed with water, dried and evaporated down. The solid remaining is diluted with diethyl ether. Yield: 2.7 g (63%); mass spectroscopy: [M+H]+=308.
  • 6
  • [ 3360-78-9 ]
  • [ 530-62-1 ]
  • [ 4583-86-2 ]
  • 7
  • [ 88284-48-4 ]
  • [ 4583-86-2 ]
  • [ 79759-30-1 ]
YieldReaction ConditionsOperation in experiment
56% With cesium fluoride; In acetonitrile; at 90.0℃; for 12.0h;Sealed tube; Inert atmosphere; Take 10 ml sealed tube, weighed 50 mg 1h,100 mg 2a,128 mg of cesium fluoride, 2 ml of acetonitrile was added, the mixture was purged with nitrogen,90 C for 12 h. The solvent was then removed by distillation under reduced pressure. The residue was purified by silica gel column chromatography using petroleum ether and ethyl acetate as eluant to give a white solid 3ha in 56% yield.
  • 8
  • 3-(benzoyloxy)-1-(4-methoxyphenyl)-1-methylurea [ No CAS ]
  • [ 4583-86-2 ]
 

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Technical Information

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[ 4583-86-2 ]

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Related Parent Nucleus of
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Benzimidazoles

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