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Type
HazMat fee for 500 gram (Estimated)
Excepted Quantity
USD 0.00
Limited Quantity
USD 15-60
Inaccessible (Haz class 6.1), Domestic
USD 80+
Inaccessible (Haz class 6.1), International
USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic
USD 100+
Accessible (Haz class 3, 4, 5 or 8), International
USD 200+
Structure of 26830-95-5 * Storage: {[proInfo.prStorage]}
* 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.
Reference：
[1] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2> 40, p. 12
[2] Journal of the American Chemical Society, 1905, vol. 27, p. 1301
2
[ 26830-95-5 ]
[ 26830-96-6 ]
Yield
Reaction Conditions
Operation in experiment
83%
With hydrogen In 1,4-dioxane
a) 2-Amino-4-methylbenzonitrile A mixture of 4-methyl-2-nitrobenzonitrile (4.9 g, 30 mmol) and 10percent palladium on carbon (500 mg) in 1,4-dioxane (60 mL) was stirred under hydrogen (balloon) overnight. The catalyst was removed by filtration through the Celite, and the filtrate was concentrated in vacuo. The residue was purified by flash chromatography (dichloromethane) to give the title compound as a pale yellow solid (3.3 g, 83percent). 1H-NMR (300 MHz, CDCl3) δ 7.26 (d, J = 8.3 Hz, 1H), 6.56 (s, 1H), 6.55 (s, 1H), 4.32 (br s, 2H), 2.29 (s, 3H).
Reference：
[1] Chemical Communications, 2011, vol. 47, # 31, p. 8808 - 8810
[2] Journal of the Chemical Society, Perkin Transactions 2, 2001, # 2, p. 214 - 228
[3] Patent: US5891909, 1999, A,
[4] Patent: EP906091, 2006, B1, . Location in patent: Page/Page column 46
[5] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2> 40, p. 12
[6] Journal of the American Chemical Society, 1905, vol. 27, p. 1301
[7] Chemische Berichte, 1888, vol. 21, p. 2652
[8] Journal of the Chemical Society, 1929, p. 2557
[9] Journal of Organic Chemistry, 1978, vol. 43, # 2, p. 220 - 224
[10] Patent: US2009/54395, 2009, A1, . Location in patent: Page/Page column 39
3
[ 26830-95-5 ]
[ 39549-79-6 ]
[ 26830-96-6 ]
Reference：
[1] Justus Liebigs Annalen der Chemie, 1941, vol. 546, p. 277,291
[2] Journal of the Chemical Society, 1929, p. 2557
[3] Justus Liebigs Annalen der Chemie, 1941, vol. 546, p. 277,291
4
[ 26830-95-5 ]
[ 2305-36-4 ]
Reference：
[1] American Chemical Journal, 1888, vol. 10, p. 474,483
5
[ 26830-95-5 ]
[ 63089-50-9 ]
Reference：
[1] Chemische Berichte, 1888, vol. 21, p. 2652
6
[ 26830-95-5 ]
[ 27329-27-7 ]
Reference：
[1] Patent: US5389641, 1995, A,
7
[ 26830-95-5 ]
[ 27329-27-7 ]
Reference：
[1] Chemische Berichte, 1888, vol. 21, p. 1993
[2] American Chemical Journal, 1888, vol. 10, p. 474,483
[3] Justus Liebigs Annalen der Chemie, 1891, vol. 266, p. 218
[4] Journal of the American Chemical Society, 1952, vol. 74, p. 4296,4301
8
[ 26830-95-5 ]
[ 42872-73-1 ]
Reference：
[1] Justus Liebigs Annalen der Chemie, 1941, vol. 546, p. 277,291
9
[ 26830-95-5 ]
[ 39549-79-6 ]
Reference：
[1] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 602 - 604
[2] Journal fuer Praktische Chemie (Leipzig), 1889, vol. <2> 40, p. 12
10
[ 26830-95-5 ]
[ 39549-79-6 ]
[ 26830-96-6 ]
Reference：
[1] Justus Liebigs Annalen der Chemie, 1941, vol. 546, p. 277,291
[2] Journal of the Chemical Society, 1929, p. 2557
[3] Justus Liebigs Annalen der Chemie, 1941, vol. 546, p. 277,291
11
[ 26830-95-5 ]
[ 153775-42-9 ]
Yield
Reaction Conditions
Operation in experiment
74.5%
With chromium(VI) oxide; periodic acid In acetonitrile at 20℃; for 16 h;
Example 17: Alternative preparation of 4-cyano-3-nitro-benzoic acid; Under an inert atmosphere, periodic acid (492 g, 2.17 mol) was dissolved in acetonitrile (7.7 1) with vigorous stirring, and then, after 15 minutes chromium(VI) oxide (25 g, 0.25 mol) and 4-methyl-2-nitro-benzonitrile (100 g, 0.62 mol) were added successively. The reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was decanted and the supernatant filtered. The filtrate was concentrated and the residue partitioned between aqueous sodium carbonate (IM) and dichloromethane. The precipitate was isolated by filtration to give 4-cyano-3-nitro-benzoic acid (150 g). The filtrate was extracted twice with dichloromethane and was then acidified by addition of aqueous hydrochloric acid (4N) to pH 1. The acidified filtrate was then extracted three times with dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated. This residue was partitioned between aqueous sodium carbonate (IM) and dichloromethane. The precipitate was isolated by filtration to give 4-cyano-3-nitro-benzoic acid (26.67 g). Total yield: 150 g + 26.67 g = 176.67 g; 74.5 percent yield.
Reference：
[1] Patent: WO2008/74427, 2008, A1, . Location in patent: Page/Page column 52
[2] Patent: WO2012/59442, 2012, A2, . Location in patent: Page/Page column 88-89
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 24, p. 11250 - 11260
26a 4-Methyl-2-nitrobenzoic acid A mixed solution of <strong>[26830-95-5]2-nitro-4-methylbenzonitrile</strong> (15.8 g) in a mixture of 65% sulfuric acid and acetic acid (150 ml) was heated under reflux for 17 hours. After concentration, the residue was poured into ice-water and extracted with ethyl acetate. The extract was washed with water, dried and concentrated to dryness. Recrystallization of crystals from ether-hexane afforded colorless crystals (16.5 g, 94%), m.p. 156-157 C. 1 H-NMR(200 MHz,DMSO-d6) delta: 2.44(3H,s), 7.56-7.61(1H,m), 7.75-7.79(2H,m)
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; In dimethyl sulfoxide; at 140℃; under 760.051 Torr; for 20h;Schlenk technique; Green chemistry;
General procedure: An oven-dried Schlenk tube equipped with a stir bar was charged with aryl carboxylic acid (0.2 mmol), Ag2SO4 (6.2 mg, 0.02 mmol, 0.1 equiv.), Cu(OAc)2 (36.3 mg, 0.2 mmol, 1 equiv.), K4Fe(CN)6 (13.2 mg, 0.036 mmol, 0.18 equiv.) and 2,9-dimethyl-1,10-phenanthrolinium (12.5 mg, 0.06 mmol, 0.3 equiv.). The tube was fitted with a rubber septum, and then it was evacuated and refilled with dioxygen three times. Under dioxygen, DMSO (4 mL) was added via syringe. The rubber septum was replaced with a Teflon screwcap under dioxygen flow, and the Schlenk tube was pressurized to 1 atm. With stirring, the reaction mixtures were heated at 140 C for the indicated amount of time (unless otherwise specified). After cooling to room temperature, the reaction mixtures were diluted with ether (10 mL) and filtered through a pad of silica gel that was then washed with ether (10 mL *3). The combined organic phase was washed with brine (20 mL *2), dried over Na2SO4, filtered and concentrated in vacuo. The resulting residue was purified using flash column chromatography over silica gel to provide the corresponding product with ethyl acetate/hexane as eluent.
7-methyl-2-phenyl-2,3-dihydroquinazolin-4(1H)-one[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
73%
With tetrahydroxydiboron; acetic acid; copper(l) chloride; In methanol; water; at 60℃; for 3h;
<strong>[26830-95-5]4-methyl-2-nitrobenzonitrile</strong> (0 · 2mmol, 32 · 4mg) ,tetrahydroxydiboron (0.6mmol, 53.8 mg), glacial acetic acid (0.24mmol, 14.5mg), cuprous chloride (0.04mmol, 4.0mg), Benzaldehyde (0·24mmol, 25·4mg), methanol (1ml), water (1ml) were added to the test tube, reacted at 60 C for 3h, after the completion of reaction, the reaction solution was extracted with ethyl acetate three times, the combined organic phases are concentrated to dryness, separated through column chromatography (petroleum ether: ethyl acetate =4:1), Yield:(34.8mg,73%)
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