[ CAS No. 6307-90-0 ] {[proInfo.proName]}

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Quality Control of [ 6307-90-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 6307-90-0 ]

Product Details of [ 6307-90-0 ]

CAS No. :	6307-90-0	MDL No. :	MFCD00066316
Formula :	C₉H₁₁NO₅	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	213.19	Pubchem ID :	-
Synonyms :

Safety of [ 6307-90-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6307-90-0 ]

* 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 [ 6307-90-0 ]
Downstream synthetic route of [ 6307-90-0 ]

[ 6307-90-0 ] Synthesis Path-Upstream 1~2

1
[ 6307-90-0 ]
[ 24313-88-0 ]

Yield	Reaction Conditions	Operation in experiment
96.4%	With hydrazine hydrate In ethanol for 1 h; Reflux	Step B / Intermediate B9: 3,4,5-trimethoxyani.ineTo a solution of 1 ,2,3-trimethoxy-5-nifrobenzene (6.64 g, 31.2 mrnol ) in ethanol (250 mL) was added palladium on carbon (10 percent, 300 mg) and hydrazine hydrate (85 percent, 5.7 mL). After emission of gas has ceased, the reaction mixture was heated at refluxed for 1 hour, cooling to room temperature, filtered and evaporated to afford the product 3,4,5-trimethoxyaniline as a white solid (5.5 g, yield 96.4 percent). H NMR (400 MHz, DMSO-d6) δ ppm 5.86 (s, 2H), 4.82 (br, 2H), 3.64 (s, 6H), 3.50 (s, 3H).

Reference： [1] Patent: WO2012/92880, 2012, A1, . Location in patent: Page/Page column 60
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 9, p. 3414 - 3425
[3] Chemische Berichte, 1888, vol. 21, p. 615
[4] Australian Journal of Scientific Research, Series A: Physical Sciences, 1950, vol. 3, p. 467,500
[5] Journal of Pharmacy and Pharmacology, 1958, vol. 10, p. 47,59
[6] Chemische Berichte, 1959, vol. 92, p. 862,866
[7] Acta Chemica Scandinavica (1947-1973), 1963, vol. 17, p. 1151 - 1156
[8] Journal of the Chemical Society, 1963, p. 922 - 927
[9] Journal of Pharmaceutical Sciences, 1973, vol. 62, # 8, p. 1392 - 1394
[10] Australian Journal of Chemistry, 1981, vol. 34, # 4, p. 799 - 817
[11] PLoS ONE, 2015, vol. 10, # 6,
[12] Journal of the American Chemical Society, 2015, vol. 137, # 21, p. 6920 - 6931

2
[ 6307-90-0 ]
[ 25245-29-8 ]

Reference： [1] Acta Chemica Scandinavica (1947-1973), 1963, vol. 17, p. 1151 - 1156

[ 6307-90-0 ] Synthesis Path-Downstream 1~5

1
[ 118-41-2 ]
[ 6307-90-0 ]

Yield	Reaction Conditions	Operation in experiment
80%	With HNO₃; glacial acetic acid at 0 - 20℃; for 12h;	4.11. Methyl (trans)-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-1-(3,4,5-trimethoxyphenyl) azetidine-3-carboxylate (14) 400 mL of acetic acid and 160 mL of concentrated nitric acidwere added into 1 L three-mouth flask. After cooling in an ice bath,3, 4, 5-trimethoxybenzoic acid (11) (100 g, 0.47 mol) was added inbatches, and the reaction was raised to room temperature for 12 h.Pour the reaction solution into 1 L of water, filter, wash with waterto afford 12 as white solid (80 g, yield 80%).Mixture of 12 (30 g, 0.14 mol), isovanillin (21 g, 0.14 mol) andzinc powder (9.80 g, 0.15 mol) in methanol (30 mL) was stirred at0 C under N2 atmosphere for 30 min. Acetic acid was slowly added,the reaction was stirred at 0 C for 2 h, and then the reaction wascooled to room temperature for another 16 h. After the reactionwascomplete, the solution was filtered, and the solvent was removedby vacuum evaporation. Recrystallization from ethanol to obtainproduct 13 (15 g, yield 32%).Methyl propiolate (1.07 mL, 12 mmol) and Et3N (1.67 mL,12 mmol) dissolved in dry DMF (30 mL) under N2 atmosphere wasstirred for 15 min at 0 C. CuI (2.28 g, 12 mmol) was added to thesolution and stirred for 30 min at 0 C. Then compound 13 (4 g,12 mmol) was added to the mixture and gradually rise to roomtemperature, stirred for overnight. After the reaction completion,water (50 mL) was added into the solution, and the mixture wasextracted with EtOAc (20 mL 3). The organic layer was washedwith brine, dried over anhydrous Na2SO4, and filtered. The solventwas removed under reduced pressure and then purified by silicacolumn chromatography (CH2Cl2/MeOH 100:1, v/v) to generateracemic compound 14 as solid (2.50 g, yield 49%). 1H NMR(600 MHz, DMSO-d6) d 9.13 (s, 1H), 6.97 (dd, J 8.4, 1.8 Hz, 1H), 6.93(d, J 8.4 Hz, 1H), 6.90 (s, 1H), 6.57 (s, 2H), 5.32 (d, J 2.4 Hz, 1H),4.24 (d, J 2.4 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H), 3.66 (s, 6H), 3.58 (s,3H). 13C NMR (151 MHz, DMSO-d6) d 166.75, 159.03, 152.97, 148.01,146.70, 133.95, 132.61, 128.25, 118.17, 113.34, 112.03, 94.75, 61.69,59.92, 56.77, 55.60, 55.42, 52.41.
80%	With HNO₃; glacial acetic acid at 0 - 20℃; for 12h;	4.11. Methyl (trans)-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-1-(3,4,5-trimethoxyphenyl) azetidine-3-carboxylate (14) 400 mL of acetic acid and 160 mL of concentrated nitric acidwere added into 1 L three-mouth flask. After cooling in an ice bath,3, 4, 5-trimethoxybenzoic acid (11) (100 g, 0.47 mol) was added inbatches, and the reaction was raised to room temperature for 12 h.Pour the reaction solution into 1 L of water, filter, wash with waterto afford 12 as white solid (80 g, yield 80%).Mixture of 12 (30 g, 0.14 mol), isovanillin (21 g, 0.14 mol) andzinc powder (9.80 g, 0.15 mol) in methanol (30 mL) was stirred at0 C under N2 atmosphere for 30 min. Acetic acid was slowly added,the reaction was stirred at 0 C for 2 h, and then the reaction wascooled to room temperature for another 16 h. After the reactionwascomplete, the solution was filtered, and the solvent was removedby vacuum evaporation. Recrystallization from ethanol to obtainproduct 13 (15 g, yield 32%).Methyl propiolate (1.07 mL, 12 mmol) and Et3N (1.67 mL,12 mmol) dissolved in dry DMF (30 mL) under N2 atmosphere wasstirred for 15 min at 0 C. CuI (2.28 g, 12 mmol) was added to thesolution and stirred for 30 min at 0 C. Then compound 13 (4 g,12 mmol) was added to the mixture and gradually rise to roomtemperature, stirred for overnight. After the reaction completion,water (50 mL) was added into the solution, and the mixture wasextracted with EtOAc (20 mL 3). The organic layer was washedwith brine, dried over anhydrous Na2SO4, and filtered. The solventwas removed under reduced pressure and then purified by silicacolumn chromatography (CH2Cl2/MeOH 100:1, v/v) to generateracemic compound 14 as solid (2.50 g, yield 49%). 1H NMR(600 MHz, DMSO-d6) d 9.13 (s, 1H), 6.97 (dd, J 8.4, 1.8 Hz, 1H), 6.93(d, J 8.4 Hz, 1H), 6.90 (s, 1H), 6.57 (s, 2H), 5.32 (d, J 2.4 Hz, 1H),4.24 (d, J 2.4 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H), 3.66 (s, 6H), 3.58 (s,3H). 13C NMR (151 MHz, DMSO-d6) d 166.75, 159.03, 152.97, 148.01,146.70, 133.95, 132.61, 128.25, 118.17, 113.34, 112.03, 94.75, 61.69,59.92, 56.77, 55.60, 55.42, 52.41.
78%	With 2,2'-azobisisobutyronitrile; HNO₃ In acetonitrile at 50℃; for 21h;

78%	With 1,3-disulfonic acid imidazolium nitrate In neat (no solvent) at 50℃; for 0.283333h; Inert atmosphere;
69%	With HNO₃; glacial acetic acid at 10 - 20℃;
69%	With HNO₃; glacial acetic acid at 0 - 25℃; for 6.5h;	1,2,3-Trimethoxy-5-nitrobenzene (6) To a solution of HNO3 (20.0 mL) and AcOH (40.0 mL), 3,4,5-trimethoxy-benzoic acid 5 (10.0 g, 47.0 mmol) was added as portions below 0°C for 30 minutes. The mixture was stirred at 25°C for 6 h. The reaction mixture was then poured into ice-water (300 mL). The resulting precipitate was collected by filtration and washed with H2O, which was then recrystallized from EtOH to afford 6 (6.9 g, 69%) as colourless crystals, Mp 96-99 °C; 1H NMR (300 MHz, CDCl3) d 3.92 (s, 9H, OMe), 7.49 (s, 2H, ArH). 13C NMR (75 MHz, CDCl3) d 56.41, 61.06, 101.22, 143.65, 152.79.
69%	With 2,2'-azobisisobutyronitrile; HNO₃ In acetonitrile at 23 - 50℃; for 16h; Inert atmosphere;
68.1%	With HNO₃; glacial acetic acid at 0 - 40℃; for 4h;	7 Example 7 Organic Synthesis of · Compound 31bb 3,4,5-Trimethoxybenzoic acid (Compound 18) (20.00 g, 94.3 mmol, 1 equiv) was added to a mixed liquid of nitric acid (100 mL) and acetic acid (200 mL) at 0°C. Warm to 40°C and stir for 4h. The reaction solution was poured into ice water (500 mL), a white solid precipitated, and the solid was collected by filtration to obtain compound 19 (13.6 g, yield 68.1%, dark red solid); the structure of compound 19 was characterized as follows:
68.1%	With HNO₃; glacial acetic acid at 40℃; for 4h;	5.8 1,2,3-trimethoxy-5-nitrobenzene (7) 6 (20.00 g, 94.3 mmol, 1 equiv) was added into the mixture of HNO3/AcOH (1:1, 400 mL) over 20 min, and stirred for 4 h at 40 . Water (500mL) was added to precipitate a solid product which was washed well with water. The solid was collected, washed with water until the washings were colorless and dried in air, giving product 7 (13.6 g, red solid, 68.1%). 1H NMR (400 MHz, CDCl3, δ ppm): 7.52 (s, 2H), 3.948 (s, 3H), 3.944 (s, 6H). 13C NMR (100 MHz, CDCl3, δ ppm): 152.60, 143.50,143.15, 101.07, 60.86, 56.21.
66.1%	With HNO₃; glacial acetic acid at 10 - 20℃; for 0.5h;	B9.A 3,4.5-trimethoxYanilline ethoxy-5-nitrobenzene To a solution of nitric acid (20,0 mL) and acetic acid (40.0 mL) under 10 °C was added 3,4,5-trimethoxybenzoic acid (10.0 g, 47.0 mmol) in portions. The mixture was stirred at room temperature for 30 minutes. The reaction mixture was then poured into ice-water. The resulting precipitate was collected by filtration and washed with water, which was then recrystailized from ethanol to afford the product 1 ,2,3-trimethoxy-5-nitrobenzene (6.64 g, yield 66.1 %). 1 H NMR (400 MHz, DMSO-d6) δ ppm 7.51 (s, 2H), 3.87 (s, 6H), 3.77 (s, 3H).
66%	With HNO₃; glacial acetic acid at 40℃; for 2.16667h;	1,2,3-Trimethoxy-5-nitrobenzene (10) A flask immersed in a room temperature oil bath was charged with 9 (50 g, 0.235 mol) and acetic acid (150 mL) and heated to 40°C. Over a 10 min period, HNO3 (70%, 33 mL) was added dropwise with stirring. The deep orange solution was stirred for an additional 120 min. The reaction was quenched upon addition of 200 g of ice. A yellow precipitate formed, which was filtered and washed with H2O. The crude product was recrystallized from methanol to give pure 10. Yield: 66%.
66%	With HNO₃; glacial acetic acid at 0 - 20℃;
	With HNO₃; glacial acetic acid
	With HNO₃
	With sulfuric acid; HNO₃

Reference： [1]Ding, Kuiling; Liang, Yuru; Peng, Yingyuan; Shi, Zhixian; Wang, Yang [European Journal of Medicinal Chemistry, 2022, vol. 236]
[2]Ding, Kuiling; Liang, Yuru; Peng, Yingyuan; Shi, Zhixian; Wang, Yang [European Journal of Medicinal Chemistry, 2022, vol. 236]
[3]Das, Jaya Prakash; Sinha, Pradipta; Roy, Sujit [Organic Letters, 2002, vol. 4, # 18, p. 3055 - 3058]
[4]Zarei, Mahmoud; Noroozizadeh, Ehsan; Moosavi-Zare, Ahmad R.; Zolfigol, Mohammad A. [Journal of Organic Chemistry, 2018, vol. 83, # 7, p. 3645 - 3650]
[5]Gong, Jingxu; Huang, Kexin; Wang, Feng; Yang, Leixiang; Feng, Yubing; Li, Haibo; Li, Xiaokun; Zeng, Su; Wu, Xiumei; Stoeckigt, Joachim; Zhao, Yu; Qu, Jia [Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 9, p. 3414 - 3425]
[6]Rajan, Yesudoss Christu; Shellaiah, Muthaiah; Huang, Ching-Ting; Lin, Hsin-Chieh; Lin, Hong-Cheu [Tetrahedron, 2012, vol. 68, # 38, p. 7926 - 7931]
[7]Ho, Ming-Shou; Partridge, Benjamin E.; Sun, Hao-Jan; Sahoo, Dipankar; Leowanawat, Pawaret; Peterca, Mihai; Graf, Robert; Spiess, Hans W.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Hsu, Chain-Shu; Percec, Virgil [ACS Combinatorial Science, 2016, vol. 18, # 12, p. 723 - 739]
[8]Current Patent Assignee: BEIJING NORMAL UNIVERSITY - CN111233834, 2020, A Location in patent: Paragraph 0083; 0208-0211
[9]Fang, Yu; Gao, Hang; Li, Ye; Qi, Yueheng; Qiang, Bingchao; Wang, Shuxia; Zhang, Huabei [Bioorganic and medicinal chemistry letters, 2020, vol. 30, # 19]
[10]Current Patent Assignee: SHOUYAO HOLDINGS BEIJING CO LTD - WO2012/92880, 2012, A1 Location in patent: Page/Page column 59-60
[11]Xu, Qile; Qi, Huan; Sun, Maolin; Zuo, Daiying; Jiang, Xuewei; Wen, Zhiyong; Wang, Zhiwei; Wu, Yingliang; Zhang, Weige [PLoS ONE, 2015, vol. 10, # 6]
[12]Baro, Angelika; Carrasco, Irene; Cordier, Stephane; Dumait, Noée; Ebert, Max; Frey, Wolfgang; Jacques, Emmanuel; Laschat, Sabine; Lehmann, Matthias; Molard, Yann; Taupier, Gregory; Zens, Anna [Chemistry - A European Journal, 2022, vol. 28, # 3]
[13]Schiffer [Chemische Berichte, 1892, vol. 25, p. 722]
[14]Pifferi; Monguzzi [Journal of Pharmaceutical Sciences, 1973, vol. 62, # 8, p. 1392 - 1394]
[15]Fun; Chinnakali; Sivakumar; Sam; How [Acta Crystallographica, Section C: Crystal Structure Communications, 1997, vol. 53, # pt 12, p. 1859 - 1862]

2
[ 634-36-6 ]
[ 6307-90-0 ]

Yield	Reaction Conditions	Operation in experiment
46%	With nitronium tetrafluoborate In 1,2-dimethoxyethane at -50℃;
39%	With nitric acid In acetic acid for 1h;
33%	With nitric acid; silica gel In dichloromethane at 20℃; for 0.25h;

30%	With nitric acid; silica gel In dichloromethane at 22℃; for 0.25h;
	With nitric acid In acetic acid
	With nitric acid; acetic acid
	With nitric acid; silica gel In dichloromethane at 20℃;

Reference： [1]Dwyer; Holzapfel [Tetrahedron, 1998, vol. 54, # 27, p. 7843 - 7848]
[2]Tepe, Jetze J.; Madalengoitia, Jose S.; Slunt, Kelli M.; Werbovetz, Karl W.; Spoors, P. Grant; Macdonald, Timothy L. [Journal of Medicinal Chemistry, 1996, vol. 39, # 11, p. 2188 - 2196]
[3]Percec, Virgil; Bera, Tushar K.; Glodde, Martin; Fu, Qiongying; Balagurusamy, Venkatachalapathy S. K.; Heiney, Paul A. [Chemistry - A European Journal, 2003, vol. 9, # 4, p. 921 - 935]
[4]Percec, Virgil; Imam, Mohammad R.; Bera, Tushar K.; Balagurusamy, Venkatachalapathy S. K.; Peterca, Mihai; Heiney, Paul A. [Angewandte Chemie - International Edition, 2005, vol. 44, # 30, p. 4739 - 4745]
[5]Collins,R.F.; Davis,M. [Journal of the Chemical Society, 1961, p. 1863 - 1879]
[6]Chan, Alan Kwun-Wa; Wong, Keith Man-Chung; Yam, Vivian Wing-Wah [Journal of the American Chemical Society, 2015, vol. 137, # 21, p. 6920 - 6931]
[7]Truong, Tran N. B.; Savagatrup, Suchol; Jeon, Intak; Swager, Timothy M. [Journal of Polymer Science, Part A: Polymer Chemistry, 2018, vol. 56, # 11, p. 1133 - 1139]

3
[ 32905-09-2 ]
[ 77-78-1 ]
[ 6307-90-0 ]

Reference： [1]Journal of the Chemical Society C: Organic,1971,vol. <C>,p. 2577 - 2579

4
[ 621-59-0 ]
[ 6307-90-0 ]
C-(3-hydroxy-4-methoxypenyl)-N-(3,4,5-trimethoxyphenyl)nitrone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With glacial acetic acid; zinc powder In ethanol at 0 - 20℃; for 4h;
32%	Stage #1: 3-hydroxy-4-methoxy-benzaldehyde; 3,4,5-trimethoxy-1-nitrobenzene With zinc powder In methanol at 0℃; for 0.5h; Inert atmosphere; Stage #2: With glacial acetic acid In methanol at 0 - 20℃; for 18h; Inert atmosphere;	4.11. Methyl (trans)-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-1-(3,4,5-trimethoxyphenyl) azetidine-3-carboxylate (14) 400 mL of acetic acid and 160 mL of concentrated nitric acidwere added into 1 L three-mouth flask. After cooling in an ice bath,3, 4, 5-trimethoxybenzoic acid (11) (100 g, 0.47 mol) was added inbatches, and the reaction was raised to room temperature for 12 h.Pour the reaction solution into 1 L of water, filter, wash with waterto afford 12 as white solid (80 g, yield 80%).Mixture of 12 (30 g, 0.14 mol), isovanillin (21 g, 0.14 mol) andzinc powder (9.80 g, 0.15 mol) in methanol (30 mL) was stirred at0 C under N2 atmosphere for 30 min. Acetic acid was slowly added,the reaction was stirred at 0 C for 2 h, and then the reaction wascooled to room temperature for another 16 h. After the reactionwascomplete, the solution was filtered, and the solvent was removedby vacuum evaporation. Recrystallization from ethanol to obtainproduct 13 (15 g, yield 32%).Methyl propiolate (1.07 mL, 12 mmol) and Et3N (1.67 mL,12 mmol) dissolved in dry DMF (30 mL) under N2 atmosphere wasstirred for 15 min at 0 C. CuI (2.28 g, 12 mmol) was added to thesolution and stirred for 30 min at 0 C. Then compound 13 (4 g,12 mmol) was added to the mixture and gradually rise to roomtemperature, stirred for overnight. After the reaction completion,water (50 mL) was added into the solution, and the mixture wasextracted with EtOAc (20 mL 3). The organic layer was washedwith brine, dried over anhydrous Na2SO4, and filtered. The solventwas removed under reduced pressure and then purified by silicacolumn chromatography (CH2Cl2/MeOH 100:1, v/v) to generateracemic compound 14 as solid (2.50 g, yield 49%). 1H NMR(600 MHz, DMSO-d6) d 9.13 (s, 1H), 6.97 (dd, J 8.4, 1.8 Hz, 1H), 6.93(d, J 8.4 Hz, 1H), 6.90 (s, 1H), 6.57 (s, 2H), 5.32 (d, J 2.4 Hz, 1H),4.24 (d, J 2.4 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H), 3.66 (s, 6H), 3.58 (s,3H). 13C NMR (151 MHz, DMSO-d6) d 166.75, 159.03, 152.97, 148.01,146.70, 133.95, 132.61, 128.25, 118.17, 113.34, 112.03, 94.75, 61.69,59.92, 56.77, 55.60, 55.42, 52.41.
32%	Stage #1: 3-hydroxy-4-methoxy-benzaldehyde; 3,4,5-trimethoxy-1-nitrobenzene With zinc powder In methanol at 0℃; for 0.5h; Inert atmosphere; Stage #2: With glacial acetic acid In methanol at 0 - 20℃; for 18h; Inert atmosphere;	4.11. Methyl (trans)-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-1-(3,4,5-trimethoxyphenyl) azetidine-3-carboxylate (14) 400 mL of acetic acid and 160 mL of concentrated nitric acidwere added into 1 L three-mouth flask. After cooling in an ice bath,3, 4, 5-trimethoxybenzoic acid (11) (100 g, 0.47 mol) was added inbatches, and the reaction was raised to room temperature for 12 h.Pour the reaction solution into 1 L of water, filter, wash with waterto afford 12 as white solid (80 g, yield 80%).Mixture of 12 (30 g, 0.14 mol), isovanillin (21 g, 0.14 mol) andzinc powder (9.80 g, 0.15 mol) in methanol (30 mL) was stirred at0 C under N2 atmosphere for 30 min. Acetic acid was slowly added,the reaction was stirred at 0 C for 2 h, and then the reaction wascooled to room temperature for another 16 h. After the reactionwascomplete, the solution was filtered, and the solvent was removedby vacuum evaporation. Recrystallization from ethanol to obtainproduct 13 (15 g, yield 32%).Methyl propiolate (1.07 mL, 12 mmol) and Et3N (1.67 mL,12 mmol) dissolved in dry DMF (30 mL) under N2 atmosphere wasstirred for 15 min at 0 C. CuI (2.28 g, 12 mmol) was added to thesolution and stirred for 30 min at 0 C. Then compound 13 (4 g,12 mmol) was added to the mixture and gradually rise to roomtemperature, stirred for overnight. After the reaction completion,water (50 mL) was added into the solution, and the mixture wasextracted with EtOAc (20 mL 3). The organic layer was washedwith brine, dried over anhydrous Na2SO4, and filtered. The solventwas removed under reduced pressure and then purified by silicacolumn chromatography (CH2Cl2/MeOH 100:1, v/v) to generateracemic compound 14 as solid (2.50 g, yield 49%). 1H NMR(600 MHz, DMSO-d6) d 9.13 (s, 1H), 6.97 (dd, J 8.4, 1.8 Hz, 1H), 6.93(d, J 8.4 Hz, 1H), 6.90 (s, 1H), 6.57 (s, 2H), 5.32 (d, J 2.4 Hz, 1H),4.24 (d, J 2.4 Hz, 1H), 3.76 (s, 3H), 3.75 (s, 3H), 3.66 (s, 6H), 3.58 (s,3H). 13C NMR (151 MHz, DMSO-d6) d 166.75, 159.03, 152.97, 148.01,146.70, 133.95, 132.61, 128.25, 118.17, 113.34, 112.03, 94.75, 61.69,59.92, 56.77, 55.60, 55.42, 52.41.

Reference： [1]Kaffy, Julia; Pontikis, Renee; Carrez, Daniele; Croisy, Alain; Monneret, Claude; Florent, Jean-Claude [Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 12, p. 4067 - 4077]
[2]Ding, Kuiling; Liang, Yuru; Peng, Yingyuan; Shi, Zhixian; Wang, Yang [European Journal of Medicinal Chemistry, 2022, vol. 236]
[3]Ding, Kuiling; Liang, Yuru; Peng, Yingyuan; Shi, Zhixian; Wang, Yang [European Journal of Medicinal Chemistry, 2022, vol. 236]

5
[ 6307-90-0 ]
[ 39614-62-5 ]

Reference： [1]Journal of Pharmaceutical Sciences,1973,vol. 62,p. 1392 - 1394

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P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 6307-90-0 ] {[proInfo.proName]}

Quality Control of [ 6307-90-0 ]

Related Doc. of [ 6307-90-0 ]

Product Details of [ 6307-90-0 ]

Safety of [ 6307-90-0 ]

Application In Synthesis of [ 6307-90-0 ]

[ 6307-90-0 ] Synthesis Path-Upstream 1~2

[ 6307-90-0 ] Synthesis Path-Downstream 1~5

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry