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Chemistry
Heterocyclic Building Blocks
Pyridines
3,3'-Dinitro-2,2'-bipyridine
Chemistry
Heterocyclic Building Blocks
Pyridines

[ CAS No. 1024-94-8 ] {[proInfo.proName]}

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Chemical Structure| 1024-94-8
Chemical Structure| 1024-94-8
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SDS Specification
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Product Details of [ 1024-94-8 ]

CAS No. :1024-94-8 MDL No. :MFCD00137933
Formula : C10H6N4O4 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 246.18 Pubchem ID :-
Synonyms :

Safety of [ 1024-94-8 ]

Signal Word: Class:
Precautionary Statements: UN#:
Hazard Statements: Packing Group:

Application In Synthesis of [ 1024-94-8 ]

* 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 [ 1024-94-8 ]

[ 1024-94-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 5470-18-8 ]
  • [ 13091-23-1 ]
  • [ 81330-16-7 ]
  • [ 1024-94-8 ]
  • [ 54356-26-2 ]
YieldReaction ConditionsOperation in experiment
1: 11% 2: 4% 3: 50% With copper In N,N-dimethyl-formamide at 130℃; for 14h;
1: 50% 2: 11% 3: 4% With copper bronze In N,N-dimethyl-formamide at 130℃; for 14h;
Reference： [1]MacBride, J. A. Hugh; Wright, Peter M.; Wakefield, Basil J. [Tetrahedron Letters, 1981, vol. 22, # 45, p. 4545 - 4548]
[2]MacBride, J. A. Hugh; Wright, Peter M. [Journal of Chemical Research, Miniprint, 1984, # 10, p. 3001 - 3018]
  • 2
  • [ 5470-18-8 ]
  • [ 81330-16-7 ]
  • [ 1024-94-8 ]
  • [ 54356-26-2 ]
YieldReaction ConditionsOperation in experiment
1: 11% 2: 4% 3: 50% With copper bronze; 4-chloro-3-nitropyridine In N,N-dimethyl-formamide at 130℃; for 14h;
Reference： [1]MacBride, J. A. Hugh; Wright, Peter M. [Journal of Chemical Research, Miniprint, 1984, # 10, p. 3001 - 3018]
  • 3
  • [ 13091-23-1 ]
  • [ 81330-16-7 ]
  • [ 1024-94-8 ]
  • [ 54356-26-2 ]
YieldReaction ConditionsOperation in experiment
1: 50% 2: 4% 3: 11% With 2-Chloro-3-nitropyridine; copper bronze In N,N-dimethyl-formamide at 130℃; for 14h;
Reference： [1]MacBride, J. A. Hugh; Wright, Peter M. [Journal of Chemical Research, Miniprint, 1984, # 10, p. 3001 - 3018]
  • 4
  • [ 1024-94-8 ]
  • [ 75449-26-2 ]
YieldReaction ConditionsOperation in experiment
100% With palladium 10% on activated carbon; hydrogen In ethanol at 25℃; for 16h;
95% With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 8h;
95% With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 8h;
95% With palladium 10% on activated carbon; hydrogen In ethanol at 20℃;
95% With hydrogen; palladium In ethanol at 20℃;
88% With hydrogenchloride; tin In water at 120℃; for 1.5h; Cooling; Inert atmosphere; 10.b To a solution of 700 ml of hydrochloric acid (37%) in 800 ml of ice water are added 72 g (0.292 mol) of 3,3'-dinitro-2,2'-bipyridine and 249.0 g (2.029 mol) of Sn powder (exothermic, wait until cooled down). The green suspension is slowly heated to 120°C under nitrogen. After 1.5 hours TLC (CH2CI2) analysis showes that all starting material has been consumed. The reaction mixture is cooled to room temperature and filtered. The residue is suspended in 1000 ml of water : ethyl acetate 1 :1 , then 400 ml of NaOH (2N) are added (pH = 10). To the thick green-yellow mixture are added 250 ml of ethyl acetate, then the mixture is stirred for 30 minutes. After filtration (slow) the filtrate is stored during the weekend and shows after that time a nice phase separation. The phases are separated and the water phase is extracted 3 times with 250 ml of ethyl acetate each. The organic phase is washed with 250 ml of a puffer solution of pH 7 and 250 ml of brine, dried over Na2S04, filtered and evaporated to yield 51.7 g (88 %) of yellow crystals of 3,3'-diamino-2,2'- bipyridine. (0552) 1H NMR (400 MHz, CDCb): δ 7.98 (dxd,Ji=3.6Hz,J2=2.0Hz,2H); 7.06-7.01 (m,4H); 6.28 (
86% With hydrogenchloride; tin(ll) chloride In water for 0.5h; Heating;
47% With hydrogenchloride; tin(ll) chloride In ethanol Ambient temperature;
With hydrogenchloride; tin(ll) chloride In water for 0.5h; Inert atmosphere;

Reference： [1]Zhang, Huimiao; Toy, Patrick H. [Advanced Synthesis and Catalysis, 2021, vol. 363, # 1, p. 215 - 221]
[2]Zhao, Hong-Wu; Li, Hai-Long; Yue, Yuan-Yuan; Qin, Xiao; Sheng, Zhi-Hui; Cui, Jin; Su, Shi; Song, Xiu-Qing; Yan, Hong; Zhong, Ru-Gang [Synlett, 2012, vol. 23, # 13, p. 1990 - 1994]
[3]Zhao, Hongwu; Yue, Yuanyuan; Li, Hailong; Sheng, Zhihui; Yang, Zhao; Meng, Wei [Chinese Journal of Chemistry, 2013, vol. 31, # 4, p. 485 - 493]
[4]Zhao, Hong-Wu; Yue, Yuan-Yuan; Li, Hai-Long; Song, Xiu-Qing; Sheng, Zhi-Hui; Yang, Zhao; Meng, Wei; Yang, Ze [Synlett, 2013, vol. 24, # 16, p. 2160 - 2164]
[5]Zhao, Hongwu; Meng, Wei; Yang, Zhao; Tian, Ting; Sheng, Zhihui; Li, Hailong; Song, Xiuqing; Zhang, Yutong; Yang, Sen; Li, Bo [Chinese Journal of Chemistry, 2014, vol. 32, # 5, p. 417 - 428]
[6]Current Patent Assignee: BASF SE; IDEMITSU KOSAN CO LTD - WO2015/114102, 2015, A1 Location in patent: Page/Page column 75
[7]Rice, Craig R.; Onions, Stuart; Vidal, Natalia; Wallis, John D.; Senna, Maria-Cristina; Pilkington, Melanie; Stoeckli-Evans, Helen [European Journal of Inorganic Chemistry, 2002, # 8, p. 1985 - 1997]
[8]Matsuda, Koyo; Yanagisawa, Isao; Isomura, Yasuo; Mase, Toshiyasu; Shibanuma, Tadao [Synthetic Communications, 1997, vol. 27, # 14, p. 2393 - 2402]
[9]Aydemir, Murat; Meric, Nermin; Baysal, Akn [Journal of Organometallic Chemistry, 2012, vol. 720, p. 38 - 45,8]

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