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[ CAS No. 1532-71-4 ]

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Chemical Structure| 1532-71-4
Chemical Structure| 1532-71-4
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Product Details of [ 1532-71-4 ]

CAS No. :1532-71-4 MDL No. :MFCD00234478
Formula : C9H6BrN Boiling Point : 316.3°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :208.05 g/mol Pubchem ID :640963
Synonyms :

Safety of [ 1532-71-4 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P280-P273-P301+P310-P305+P351+P338 UN#:2923
Hazard Statements:H301-H318-H401 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1532-71-4 ]

  • Upstream synthesis route of [ 1532-71-4 ]
  • Downstream synthetic route of [ 1532-71-4 ]

[ 1532-71-4 ] Synthesis Path-Upstream   1~11

  • 1
  • [ 1532-71-4 ]
  • [ 80278-67-7 ]
Reference: [1] Patent: US6645975, 2003, B1,
  • 2
  • [ 1532-71-4 ]
  • [ 68-12-2 ]
  • [ 4494-18-2 ]
Reference: [1] ChemMedChem, 2016, vol. 11, # 4, p. 403 - 419
  • 3
  • [ 1532-71-4 ]
  • [ 1532-84-9 ]
Reference: [1] Advanced Synthesis and Catalysis, 2013, vol. 355, # 4, p. 627 - 631
  • 4
  • [ 1532-72-5 ]
  • [ 1532-71-4 ]
YieldReaction ConditionsOperation in experiment
55% With N,N-dimethyl-formamide; phosphorus(V) oxybromide In dichloromethane at 0 - 25℃; for 6 h; Inert atmosphere General procedure: To a stirred solution of the appropriate azine N-oxides in anhydrous CH2Cl2 (0.1 M) at 0 °C is added POBr3 (1.2 equiv) followed by dropwise addition of DMF (0.5 equiv) under argon. The resulting reaction mixture was warmed to 25 °C and stirred for several hours until the reaction is complete as indicated by TLC. Saturated aqueous sodium carbonate solution is added to the reaction mixture slowly to adjust the pH to 7–8. The resulting mixture is separated and the aqueous phase is extracted with CH2Cl2 thoroughly. The organic phase is combined and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to afford the crude product, which is purified by flash column chromatography using PE/EA (100:1) as eluent.
Reference: [1] Organic Letters, 2015, vol. 17, # 12, p. 2948 - 2951
[2] Organic Letters, 2013, vol. 15, # 4, p. 792 - 795
[3] Tetrahedron, 2016, vol. 72, # 38, p. 5762 - 5768
[4] Organic Letters, 2016, vol. 18, # 9, p. 1956 - 1959
  • 5
  • [ 4594-71-2 ]
  • [ 1532-71-4 ]
YieldReaction ConditionsOperation in experiment
53% With dibromoisocyanuric acid; triphenylphosphine In neat (no solvent) at 160 - 170℃; for 17 h; Inert atmosphere General procedure: Ina flask (50 mL) equipped with a magnetic stirrer bar and a balloon, a mixture of triphenylphosphine (1186mg, 4.52 mmol) and dibromoisocyanuric acid (652 mg, 2.27 mmol) was heated under an argonatmosphere. Dibromoisocyanuric acid vigorously reacted at 115 °C, and the mixture heated for anadditional 10 min. 1-Methylquinolin-2(1H)-one (239 mg, 1.50 mmol) was added to the mixture, whichwas heated at 160-170 °C for 16 h. Then, the reaction mixture was dissolved in CH2Cl2 and basified withtriethylamine, followed by separation using silica gel column chromatography. The use of hexane-EtOAc(6:1) as an eluate resulted in isolation of 2-bromoquinoline (244 mg, 78percent).
Reference: [1] Heterocycles, 2015, vol. 91, # 7, p. 1445 - 1454
  • 6
  • [ 491-30-5 ]
  • [ 1532-71-4 ]
Reference: [1] Yakugaku Zasshi, 1931, vol. 51, p. 542,571; dtsch. Ref. S. 73, 76[2] Chem.Abstr., 1931, p. 5427
[3] Recueil des Travaux Chimiques des Pays-Bas, 1943, vol. 62, p. 466
[4] Patent: EP446604, 1991, A2,
  • 7
  • [ 19493-44-8 ]
  • [ 1532-71-4 ]
Reference: [1] European Journal of Organic Chemistry, 2002, # 24, p. 4181 - 4184
  • 8
  • [ 119-65-3 ]
  • [ 1532-71-4 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1937, vol. 56, p. 699,706
[2] Heterocycles, 2015, vol. 91, # 7, p. 1445 - 1454
  • 9
  • [ 119-65-3 ]
  • [ 7726-95-6 ]
  • [ 1532-71-4 ]
Reference: [1] Recueil des Travaux Chimiques des Pays-Bas, 1937, vol. 56, p. 699,706
  • 10
  • [ 1532-71-4 ]
  • [ 51206-40-7 ]
Reference: [1] Patent: US4678781, 1987, A,
  • 11
  • [ 1532-71-4 ]
  • [ 1066-54-2 ]
  • [ 86520-96-9 ]
Reference: [1] Angewandte Chemie - International Edition, 2018, vol. 57, # 19, p. 5477 - 5481[2] Angew. Chem., 2018, vol. 130, p. 5575 - 5579,5
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