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Chemical Structure| 7494-45-3
Chemical Structure| 7494-45-3
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Product Details of [ 7494-45-3 ]

CAS No. :7494-45-3 MDL No. :MFCD01109847
Formula : C7H5Cl2NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :AOTWCYSQDSKAQT-UHFFFAOYSA-N
M.W : 206.03 Pubchem ID :343795
Synonyms :

Safety of [ 7494-45-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 7494-45-3 ]

* 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.

  • Upstream synthesis route of [ 7494-45-3 ]
  • Downstream synthetic route of [ 7494-45-3 ]

[ 7494-45-3 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 95-75-0 ]
  • [ 7494-45-3 ]
YieldReaction ConditionsOperation in experiment
98% at 0 - 20℃; for 2 h; Fuming nitric acid (40 mL) was added dropwise to 0 °C solution of 1,2-dichloro-4-methylbenzene (20 g, 124.20 mmol), and the resulting solution was stirred for 2 h at room temperature. The reaction mixture was then slowly poured into 200 mL of water/ice. The solids were collected by filtration and dried under vacuum to afford l,2-dichloro-4-methyl-5- nitrobenzene (25.2 g, 98percent) as a yellow solid. 1H- MR: (DMSO, 300 MHz) δ (ppm): 8.39 (s, 1H), 7.96 (s, 1H), 2.48 (s, 3H).
92% With nitric acid In water Step A
4,5-Dichloro-2-methyl-nitrobenzene 5
To stirred 3,4-dichloro-toluene 4 (10.0 g, 62.2 mmol) at 0° C. was slowly added fuming nitric acid (20.0 mL).
The mixture was stirred for 2 hrs at RT, then water added (200 mL) and the reaction mixture filtered.
The filtrate was purified by silica gel chromatography using 5percent ethyl acetate in hexanes to give the title compound 11.7 g (92percent).
1H NMR (400 MHz, CDCl3) δ8.14 (s, 1 H, Ar), 7.47 (s, 1 H, Ar), 2.59 (s, 3 H, CH3).
Reference: [1] Patent: WO2018/75959, 2018, A1, . Location in patent: Paragraph 0639-0640
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 10, p. 1568 - 1573
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 4, p. 1966 - 1982
[4] Tetrahedron, 1998, vol. 54, # 12, p. 2953 - 2966
[5] Journal of the Chemical Society, 1902, vol. 81, p. 1349
[6] Journal of the Chemical Society, 1901, vol. 79, p. 1133
[7] Patent: US6376530, 2002, B1,
[8] Patent: WO2007/14054, 2007, A2, . Location in patent: Page/Page column 33-34
  • 2
  • [ 89-69-0 ]
  • [ 996-82-7 ]
  • [ 7494-45-3 ]
  • [ 7149-76-0 ]
Reference: [1] Synthesis, 2000, # 12, p. 1659 - 1661
  • 3
  • [ 70343-10-1 ]
  • [ 7494-45-3 ]
Reference: [1] Journal of Scientific and Industrial Research, 1951, vol. 10 B, p. 140,143
  • 4
  • [ 70902-72-6 ]
  • [ 7494-45-3 ]
Reference: [1] Journal of the Chemical Society, 1925, vol. 127, p. 2348
[2] Journal of the Chemical Society, 1925, vol. 127, p. 2348
  • 5
  • [ 7494-45-3 ]
  • [ 4637-24-5 ]
  • [ 121859-57-2 ]
Reference: [1] RSC Advances, 2014, vol. 4, # 9, p. 4672 - 4675
[2] Journal of Medicinal Chemistry, 1998, vol. 41, # 10, p. 1598 - 1612
  • 6
  • [ 7494-45-3 ]
  • [ 121859-57-2 ]
Reference: [1] Patent: WO2018/75959, 2018, A1,
  • 7
  • [ 7494-45-3 ]
  • [ 124691-76-5 ]
Reference: [1] Patent: WO2013/30138, 2013, A1,
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