[ CAS No. 641-70-3 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 641-70-3
Chemical Structure| 641-70-3
Structure of 641-70-3

Quality Control of [ 641-70-3 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 641-70-3 ]

SDS

Product Details of [ 641-70-3 ]

CAS No. :641-70-3MDL No. :MFCD00005921
Formula :C8H3NO5Boiling Point :411.8°C at 760 mmHg
Linear Structure Formula :-InChI Key :N/A
M.W :193.11Pubchem ID :21631
Synonyms :

Computed Properties of [ 641-70-3 ]

TPSA : 89.2 H-Bond Acceptor Count : 5
XLogP3 : 1.1 H-Bond Donor Count : 0
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 641-70-3 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305 P351 P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 641-70-3 ]

  • Upstream synthesis route of [ 641-70-3 ]

[ 641-70-3 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 603-11-2 ]
  • [ 641-70-3 ]
YieldReaction ConditionsOperation in experiment
88.8% for 1.00 h; Heating / reflux A solution of 474.8 g (2.25 mol) of 3-nitrophthalic acid in 450 ml of acetic anhy- dride was stirred under reflux for 1 h. The solution was slowly cooled to 800C. Then 1000 ml of methyl-tert-butyl ether (MTBE) were added expeditiously and the solution EPO was cooled to 15°C. The resulting solid was isolated, washed with MTBE and dried in a vacuum oven at 400C. Yield: 88.8percent
88% With oxalyl dichloride; N,N-dimethyl-formamide In toluene for 3.00 h; Inert atmosphere; Reflux General procedure: Dicarboxylic acid 2 (1 mmol) and oxalyl chloride (1.2 mmol) were combined in dry toluene (5 mL) and a drop of freshly distilled DMF was added. The reaction vessel was purged with argon and the reaction was heated under stirring for 3 h. The stirring was stopped and the toluene solution was decanted off the oily residue and filtered. Evaporation of the volatiles provided the analytically pure target product which, if necessary, was transformed intro crystalline form by trituration with diethyl ether. In some cases (see ESI) additional crystallization or trituration with 1:2 v/v hexane-toluene mixture was used. .
82% With acetic anhydride In tert-butyl methyl ether for 1.00 h; Reflux (1)
Synthesis of 3-nitrophthalic anhydride (compound 2)
3-nitrophthalic acid (48.5 g, 0.23 mol) was mixed with acetic anhydride (45 mL), and the resulting mixture was stirred at reflux for 1 hour.
After completion of the reaction, the mixture was cooled to 80° C., 100 mL of methyl tert-butyl ether was added to the mixture, and the mixture was continued to stir until cooled to 15° C.
The mixture was filtered, and the resulted solid was washed with methyl tert-butyl ether and dried at 40° C. to give compound 2 as a white product (36.7 g, 82percent).
74.0 g With acetic anhydride In toluene at 25℃; Reflux In to a well cleaned and 1.0L 4neck RB flask, 100.0g of 3-nitrophthalic acid and 60.36g of acetic anhydride, 500.0m1 of toluene were charged. Reaction mass was stirred for 5-10mm at 25-35°C.Reaction mass temperature was raised to reflux and maintained for 20-30min.after completion of reaction, reaction mass was cooled to 25-35°C, Reaction mass was stirred for 60-90 mm at 25-35°C. Solid reaction mass was filtered under vacuum, washing was given with40.0m1 of toluene, suck dried for 10-15mm. Wet compound was unloaded. Wet compound is dried in a vacuum oven, at 60-65°C, for 3.0-4.0 hours, under vacuum (600-65OmmJHg). Dried sample is transferred into a clean and dry polythene bag under nitrogen.Yield: 74.0g.

Reference: [1] Organic Letters, 2010, vol. 12, # 21, p. 4796 - 4799
[2] Bioorganic Chemistry, 2018, vol. 81, p. 373 - 381
[3] Synthetic Communications, 2016, vol. 46, # 16, p. 1343 - 1348
[4] Patent: WO2007/6566, 2007, A1. Location in patent: Page/Page column 28; 32-33
[5] Tetrahedron Letters, 2017, vol. 58, # 32, p. 3160 - 3163
[6] Organic Process Research and Development, 2007, vol. 11, # 4, p. 693 - 698
[7] Patent: US2018/134722, 2018, A1. Location in patent: Paragraph 0019
[8] Journal of the American Chemical Society, 1901, vol. 23, p. 751
[9] Chemische Berichte, 1902, vol. 35, p. 472,3859
[10] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1878, vol. 10, p. 192[11] Justus Liebigs Annalen der Chemie, 1881, vol. 208, p. 225
[12] Justus Liebigs Annalen der Chemie, 1842, vol. 41, p. 107,110
[13] Journal of the Chemical Society, 1901, vol. 79, p. 1137
[14] Monatshefte fuer Chemie, 1900, vol. 21, p. 794
[15] Journal of the Chemical Society, 1925, vol. 127, p. 1794
[16] Helvetica Chimica Acta, 1922, vol. 5, p. 10[17] Helvetica Chimica Acta, 1923, vol. 6, p. 419 Anm. 2
[18] Journal of the American Chemical Society, 1920, vol. 42, p. 1876
[19] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 1834 - 1840
[20] Synthetic Communications, 1985, vol. 15, # 6, p. 485 - 490
[21] Bulletin des Societes Chimiques Belges, 1996, vol. 105, # 1, p. 55 - 56
[22] Pest Management Science, 2001, vol. 57, # 3, p. 205 - 224
[23] Patent: US3979416, 1976, A
[24] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 1, p. 285 - 288
[25] Journal of Organic Chemistry, 2010, vol. 75, # 2, p. 368 - 374
[26] Patent: WO2007/100295, 2007, A1. Location in patent: Page/Page column 252
[27] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 8, p. 2641 - 2649
[28] Patent: WO2011/141909, 2011, A2. Location in patent: Page/Page column 32-34
[29] Letters in Organic Chemistry, 2013, vol. 10, # 7, p. 496 - 501
[30] Coll. Vol. 1 <New York 1932>, S. 402,
[31] Bulletin of the Korean Chemical Society, 2014, vol. 35, # 5, p. 1337 - 1342
[32] European Journal of Medicinal Chemistry, 2015, vol. 106, p. 106 - 119
[33] Patent: CN104402863, 2016, B. Location in patent: Paragraph 0035
[34] Patent: WO2017/221261, 2017, A1. Location in patent: Page/Page column 5
  • 2
  • [ 88-99-3 ]
  • [ 641-70-3 ]
Reference: [1] European Journal of Medicinal Chemistry, 1987, vol. 22, p. 229 - 238
[2] Journal of the American Chemical Society, 1920, vol. 42, p. 1876
[3] Journal of the American Chemical Society, 1901, vol. 23, p. 751
[4] Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1878, vol. 10, p. 192[5] Justus Liebigs Annalen der Chemie, 1881, vol. 208, p. 225
  • 3
  • [ 86-57-7 ]
  • [ 641-70-3 ]
Reference: [1] Journal of the American Chemical Society, 1901, vol. 23, p. 751
  • 4
  • [ 85-44-9 ]
  • [ 641-70-3 ]
Reference: [1] Journal of the American Chemical Society, 1920, vol. 42, p. 1876
[2] Letters in Organic Chemistry, 2013, vol. 10, # 7, p. 496 - 501
  • 5
  • [ 91-20-3 ]
  • [ 641-70-3 ]
Reference: [1] Justus Liebigs Annalen der Chemie, 1842, vol. 41, p. 107,110
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