Name: 654067-65-9|(4-(Di-p-tolylamino)phenyl)boronic acid|95%
Brand: Ambeed
SKU: A547709
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Yield	Reaction Conditions	Operation in experiment
		Preparation of 4-(Di-p-tolylamino)phenylboronic acid Preparation of 4-(Di-p-tolylamino)phenylboronic acid A solution of 4-Bromo-4'-(di-p-tolylamino)benzene (25 g, 0.071 mol)in 60 mL dry tetrahydrofuran was cooled to -78 C under nitrogen. Butyllithium (0.078 mol) was added to the reaction as a 1.6M solution in hexanes. After the reaction stirred at low temperature for 1.5 hours, triethylborate (11.4 g, 0.078 mol) was added and the reaction was allowed to warm to 25 C. The reaction was diluted with diethyl ether and the organic layer was washed with water, dried, filtered and concentrated. The residue was triturated with hexanes, then filtered to yield the 17.5 g of the boronic acid. All analytical data were consistent with the structure.

2
[ 654067-65-9 ]
[ 523-27-3 ]
9-bromo-10-{4-[N,N-bis(4-methylphenyl)amino]phenyl}anthracene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; 9,10-Dibromoanthracene With sodium carbonate In ethanol; water; toluene for 0.5h; Stage #2: In ethanol; water; toluene at 80℃; for 3h;	2 <Example 2> Method of producing the exemplified compound No. [1]-109] In a nitrogen flow, [1] g (2.98 mmol) of 9,10- dibromoanthracene and 1.44 g (4.46 mmol) of bis (4- methylphenyl) aminobenzene-4-boronic acid were dissolved and stirred in a deaerated mixture solvent of 100 ml of toluene and 50 ml of ethanol, followed by dropping a sodium carbonate aqueous solution prepared by dissolving 9 g of anhydrous sodium carbonate in 45 ml of water. After stirring the mixture for 30 minutes, 257 mg (0.223 mmol) of tetrakis (triphenylphosphine) palladium was added thereto. Then, the mixture was heated and stirred for about 3 hours in an oil bath heated at [80°C.] After returning the reaction solution to room temperature, 40 ml of water and 50 ml of ethyl acetate were added thereto and the resultant solution was then separated into an aqueous layer and an organic layer. Furthermore, the aqueous layer was extracted with toluene and ethyl acetate, and was then combined with the previous organic layer and dried with magnesium sulfate. The solvent was evaporated and then the residue was purified by silicagel-column chromatography (toluene : hexane = [1 :] 2) to obtain 1.13 g of [9- [BIS] (4- methylphenyl) [AMINO] PHENYL-10-BROMOANTHRACENE.]

Reference： [1]Current Patent Assignee: CANON INC. - WO2004/20388, 2004, A1 Location in patent: Page 56-57

3
[ 654067-65-9 ]
[ 400607-20-7 ]
C₅₀H₄₃N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; monoiodide of bis(9,9-dimethylfluorene) With sodium carbonate In ethanol; water; toluene for 0.5h; Stage #2: In ethanol; water; toluene at 80℃; for 5h;	2 <Example 2>; [Preparation process of example compound. No. [1]-60] 1.02 g (2 mmol) of monoiodide of bis (9,9- dimethylfluorene) and 0.97 g (3 mmol) of bis (4- methylphenyl) aminobenzene-4-boronic acid were dissolved and agitated under nitrogen flow in the mixed solvent (140 ml of degassed toluene and 70 ml of ethanol), and 30 ml of sodium carbonate solution which was prepared by dissolving 6 g of anhydrous sodium carbonate in 30 ml of water was added dropwise thereto. After agitating for 30 minutes, 174 mg (0.15 mmol) of tetrakis (triphenylphosphine) palladium was added. Heating with agitation was carried out on the oil bath heated at [80°C] for about 5 hours. After cooling the reaction solution to room temperature, 70 ml of water and 70 ml of ethyl acetate were added, the aqueous layer and the organic layer were separated, the aqueous layer was further extracted with toluene and ethyl acetate, and the extract combined with the above organic layer was dried over magnesium sulfate. The solvent was evaporated, the residual substance was refined by silica gel column chromatography (toluene: hexane = 1: 2), and 1 g of example compound [[1]-60] was obtained.

Reference： [1]Current Patent Assignee: CANON INC. - WO2004/20387, 2004, A1 Location in patent: Page 64-65

4
[ 654067-65-9 ]
[ 669059-73-8 ]
C₅₆H₄₇N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; monoiodide of 1,4-phenylenebis(9,9-dimethylfluorene) With sodium carbonate In ethanol; water; toluene for 0.5h; Stage #2: In ethanol; water; toluene at 80℃; for 5h;	3 <Example 3>; [Preparation process of example compound No. [2]-40] 1.18 g (2 mmol) of monoiodide of 1,4- phenylenebis (9,9-dimethylfluorene) and 0.97 g (3 mmol) of bis (4-methylphenyl) aminobenzene-4-boronic acid were dissolved and agitated under nitrogen flow in the mixed solvent (100 ml of degassed toluene and 50 ml of ethanol), and 30 ml of sodium carbonate solution which was prepared by dissolving 6 g of anhydrous sodium carbonate in 30 ml of water was added dropwise thereto. After agitating for 30 minutes, 174 mg (0.15 mmol) of tetrakis (triphenylphosphine) palladium was added. Heating with agitation was carried out on the oil bath heated at [80°C] for about 5 hours. After cooling the reaction solution to room temperature, 60 ml of water and 60 ml of ethyl acetate were added, the aqueous layer and the organic layer were separated, the aqueous layer was further extracted with toluene and ethyl acetate, and the extract combined with the above organic layer was dried over magnesium sulfate. The solvent was evaporated, the residual substance was refined by silica gel column chromatography (toluene: hexane = 1: 2), and 1.09 g of example compound [2] -40 was obtained.

Reference： [1]Current Patent Assignee: CANON INC. - WO2004/20387, 2004, A1 Location in patent: Page 65-68

5
[ 654067-65-9 ]
[ 131222-99-6 ]
C₅₈H₄₆N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In water; toluene; at 100℃;	Under argon flow, <strong>[131222-99-6]6,12-dibromochrysene</strong> (3.8 g, 10 mmol), 4-(di-p-tolylamino)phenylboronic acid (7.9 g, 25 mmol), tetrakistriphenylphosphine palladium (0.17 g, 1.5 mol %), aqueous sodium carbonate (30 mL, 60 mmol, 2M), and toluene (60 mL) were added to a 300-mL three-neck flask equipped with a condenser, and the mixture was heated overnight at 100 C. with stirring. After completion of reaction, precipitated crystals were collected through filtration, followed by washing with toluene (50 mL) and methanol (100 mL), to thereby yield 7.3 g of a pale yellow powder. The powder was identified as compound (19) through an NMR spectrum (see FIG. 11) and an FD-MS (yield: 95%). The NMR spectrum was obtained under the same conditions as employed in Synthesis Example 1.

Reference： [1]Patent: US2006/52641,2006,A1 .Location in patent: Page/Page column 6; 12

6
[ 654067-65-9 ]
[ 4316-58-9 ]
4,4',4''-(p-tolyl)amino]phenyl}triphenylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
45%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran; water for 12h; Inert atmosphere; Reflux;

Reference： [1]Location in patent: experimental part Cao, Xingbo; Wen, Yugeng; Guo, Yunlong; Yu, Gui; Liu, Yunqi; Yang, Lian-Ming [Dyes and Pigments, 2010, vol. 84, # 2, p. 203 - 207]

7
[ 654067-65-9 ]
[ 1361000-46-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; acetic acid / chloroform / 20 °C / Inert atmosphere; Darkness; Cooling with ice
	Multi-step reaction with 2 steps 1: palladium; potassium carbonate / tetrahydrofuran / Reflux 2: N-Bromosuccinimide; acetic acid / chloroform

Reference： [1]Dai, Feng-Rong; Zhan, Hong-Mei; Liu, Qian; Fu, Ying-Ying; Li, Jin-Hua; Wang, Qi-Wei; Xie, Zhiyuan; Wang, Lixiang; Yan, Feng; Wong, Wai-Yeung [Chemistry - A European Journal, 2012, vol. 18, # 5, p. 1502 - 1511]
[2]Current Patent Assignee: NANO AND ADVANCED MATERIALS INSTITUTE LIMITED - CN103601757, 2016, B

8
[ 654067-65-9 ]
[ 1361000-49-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; acetic acid / chloroform / 20 °C / Inert atmosphere; Darkness; Cooling with ice 3: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / dichloromethane / 50 °C / Inert atmosphere
	Multi-step reaction with 3 steps 1: palladium; potassium carbonate / tetrahydrofuran / Reflux 2: N-Bromosuccinimide; acetic acid / chloroform 3: copper(l) iodide; palladium diacetate; triphenylphosphine

Reference： [1]Dai, Feng-Rong; Zhan, Hong-Mei; Liu, Qian; Fu, Ying-Ying; Li, Jin-Hua; Wang, Qi-Wei; Xie, Zhiyuan; Wang, Lixiang; Yan, Feng; Wong, Wai-Yeung [Chemistry - A European Journal, 2012, vol. 18, # 5, p. 1502 - 1511]
[2]Current Patent Assignee: NANO AND ADVANCED MATERIALS INSTITUTE LIMITED - CN103601757, 2016, B

9
[ 654067-65-9 ]
[ 1361000-52-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 24 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide; acetic acid / chloroform / 20 °C / Inert atmosphere; Darkness; Cooling with ice 3: copper(l) iodide; palladium diacetate; triethylamine; triphenylphosphine / dichloromethane / 50 °C / Inert atmosphere 4: potassium carbonate / methanol; dichloromethane / 20 °C / Inert atmosphere
	Multi-step reaction with 4 steps 1: palladium; potassium carbonate / tetrahydrofuran / Reflux 2: N-Bromosuccinimide; acetic acid / chloroform 3: copper(l) iodide; palladium diacetate; triphenylphosphine 4: potassium carbonate / dichloromethane; methanol

Reference： [1]Dai, Feng-Rong; Zhan, Hong-Mei; Liu, Qian; Fu, Ying-Ying; Li, Jin-Hua; Wang, Qi-Wei; Xie, Zhiyuan; Wang, Lixiang; Yan, Feng; Wong, Wai-Yeung [Chemistry - A European Journal, 2012, vol. 18, # 5, p. 1502 - 1511]
[2]Current Patent Assignee: NANO AND ADVANCED MATERIALS INSTITUTE LIMITED - CN103601757, 2016, B

10
[ 654067-65-9 ]
[ 1192689-61-4 ]
[ 1361000-42-1 ]

Yield	Reaction Conditions	Operation in experiment
78%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In tetrahydrofuran for 24h; Inert atmosphere; Reflux;
	With potassium carbonate; palladium In tetrahydrofuran Reflux;

Reference： [1]Dai, Feng-Rong; Zhan, Hong-Mei; Liu, Qian; Fu, Ying-Ying; Li, Jin-Hua; Wang, Qi-Wei; Xie, Zhiyuan; Wang, Lixiang; Yan, Feng; Wong, Wai-Yeung [Chemistry - A European Journal, 2012, vol. 18, # 5, p. 1502 - 1511]
[2]Current Patent Assignee: NANO AND ADVANCED MATERIALS INSTITUTE LIMITED - CN103601757, 2016, B Location in patent: Page/Page column 13

11
[ 654067-65-9 ]
[ 1397694-80-2 ]
[ 1397694-85-7 ]

Yield	Reaction Conditions	Operation in experiment
66%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In tetrahydrofuran; water at 80℃; for 24h; Inert atmosphere;

Reference： [1]Shi, Jie; Chen, Junnian; Chai, Zhaofei; Wang, Heng; Tang, Runli; Fan, Ke; Wu, Mei; Han, Hongwei; Qin, Jingui; Peng, Tianyou; Li, Qianqian; Li, Zhen [Journal of Materials Chemistry, 2012, vol. 22, # 36, p. 18830 - 18838]

12
[ 654067-65-9 ]
2,8-dibromo-5,5-difluoro-10-(4-(octyloxy)phenyl)-5H-dipyrrolo[1,2-c:2′,1′-f][1,3,2]diazaborinin-4-ium-5-uide [ No CAS ]
[ 1470004-01-3 ]

Yield	Reaction Conditions	Operation in experiment
51%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; toluene at 90℃; for 24h; Inert atmosphere;	DTPA- BDP a General procedure: Prepared according to the general procedure, To a mixture of BODIPY 3a (200mg, 0.36 mmol,), Pd(PPh3)4 (tetrakis(triphenylphosphine)palladium) (76 mg, 0.06 mmol), and 4-borate-4,4 - dimethytriphenylamine (320 mg, 0.80 mmol) was added a degassed mixture of toluene (20 mL) and 2M Na2CO3(20 mL) under a nitrogen atmosphere. The mixture was vigorously stirred at 90 °C for 24 h, and then the solvent was washed with water three times. The organic layer was collected, dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated and purified by silica gel column chromatography (Petroleum ether/ ethyl acetate, 10:1). Product was obtained as a dark blue solid. yield: 172mg (51%). mp 147-149. 1H NMR (400MHz, CDCl3, TMS, ppm): δ: 8.19 (s, 2H), 7.63 (m, 2H), 7.36-7.34 (m, 4H), 7.08 (d, J = 7.4 Hz, 12H), 7.01-6.95(m, 12H), 4.08 (d, J = 5.5 Hz, 2H), 2.32 (s, 12H), 1.86-1.83(m, 2H), 1.32-1.25 (m, 10H), 0.88 (t, J = 6.3 Hz, 3H). 13C NMR (100MHz, CDCl3, TMS, ppm): δ: 161.96, 151.11, 147.65, 145.38, 144.74, 140.96, 135.85, 132.75, 130.07, 129.15, 126.20, 125.32, 124.66, 122.78, 120.81, 114.77, 83.59, 68.56, 31.58, 30.01, 29.71 29.37, 24.89, 22.70, 21.12, 14.43. MALDI-TOF-MS: m/z = 938.546 (obs.), calcd.avg.mass: 938.495.

Reference： [1]Zhao, Hongbin; Wang, Bangying; Liao, Junxu; Wang, Hongke; Tan, Guiping [Tetrahedron Letters, 2013, vol. 54, # 45, p. 6019 - 6022]

13
[ 654067-65-9 ]
C₂₃H₂₅BBr₂F₂N₂O [ No CAS ]
[ 1470004-02-4 ]

Yield	Reaction Conditions	Operation in experiment
66%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; toluene at 90℃; for 24h; Inert atmosphere;	DTPA- BDP a General procedure: Prepared according to the general procedure, To a mixture of BODIPY 3a (200mg, 0.36 mmol,), Pd(PPh3)4 (tetrakis(triphenylphosphine)palladium) (76 mg, 0.06 mmol), and 4-borate-4,4 - dimethytriphenylamine (320 mg, 0.80 mmol) was added a degassed mixture of toluene (20 mL) and 2M Na2CO3(20 mL) under a nitrogen atmosphere. The mixture was vigorously stirred at 90 °C for 24 h, and then the solvent was washed with water three times. The organic layer was collected, dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated and purified by silica gel column chromatography (Petroleum ether/ ethyl acetate, 10:1). Product was obtained as a dark blue solid. yield: 172mg (51%). mp 147-149. 1H NMR (400MHz, CDCl3, TMS, ppm): δ: 8.19 (s, 2H), 7.63 (m, 2H), 7.36-7.34 (m, 4H), 7.08 (d, J = 7.4 Hz, 12H), 7.01-6.95(m, 12H), 4.08 (d, J = 5.5 Hz, 2H), 2.32 (s, 12H), 1.86-1.83(m, 2H), 1.32-1.25 (m, 10H), 0.88 (t, J = 6.3 Hz, 3H). 13C NMR (100MHz, CDCl3, TMS, ppm): δ: 161.96, 151.11, 147.65, 145.38, 144.74, 140.96, 135.85, 132.75, 130.07, 129.15, 126.20, 125.32, 124.66, 122.78, 120.81, 114.77, 83.59, 68.56, 31.58, 30.01, 29.71 29.37, 24.89, 22.70, 21.12, 14.43. MALDI-TOF-MS: m/z = 938.546 (obs.), calcd.avg.mass: 938.495.

Reference： [1]Zhao, Hongbin; Wang, Bangying; Liao, Junxu; Wang, Hongke; Tan, Guiping [Tetrahedron Letters, 2013, vol. 54, # 45, p. 6019 - 6022]

14
[ 654067-65-9 ]
C₂₃H₂₅BBr₂F₂N₂⁽¹⁺⁾ [ No CAS ]
C₆₃H₆₁BF₂N₄⁽¹⁺⁾ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; toluene at 90℃; for 24h; Inert atmosphere;	DTPA- BDP a General procedure: Prepared according to the general procedure, To a mixture of BODIPY 3a (200mg, 0.36 mmol,), Pd(PPh3)4 (tetrakis(triphenylphosphine)palladium) (76 mg, 0.06 mmol), and 4-borate-4,4 - dimethytriphenylamine (320 mg, 0.80 mmol) was added a degassed mixture of toluene (20 mL) and 2M Na2CO3(20 mL) under a nitrogen atmosphere. The mixture was vigorously stirred at 90 °C for 24 h, and then the solvent was washed with water three times. The organic layer was collected, dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated and purified by silica gel column chromatography (Petroleum ether/ ethyl acetate, 10:1). Product was obtained as a dark blue solid. yield: 172mg (51%). mp 147-149. 1H NMR (400MHz, CDCl3, TMS, ppm): δ: 8.19 (s, 2H), 7.63 (m, 2H), 7.36-7.34 (m, 4H), 7.08 (d, J = 7.4 Hz, 12H), 7.01-6.95(m, 12H), 4.08 (d, J = 5.5 Hz, 2H), 2.32 (s, 12H), 1.86-1.83(m, 2H), 1.32-1.25 (m, 10H), 0.88 (t, J = 6.3 Hz, 3H). 13C NMR (100MHz, CDCl3, TMS, ppm): δ: 161.96, 151.11, 147.65, 145.38, 144.74, 140.96, 135.85, 132.75, 130.07, 129.15, 126.20, 125.32, 124.66, 122.78, 120.81, 114.77, 83.59, 68.56, 31.58, 30.01, 29.71 29.37, 24.89, 22.70, 21.12, 14.43. MALDI-TOF-MS: m/z = 938.546 (obs.), calcd.avg.mass: 938.495.

Reference： [1]Zhao, Hongbin; Wang, Bangying; Liao, Junxu; Wang, Hongke; Tan, Guiping [Tetrahedron Letters, 2013, vol. 54, # 45, p. 6019 - 6022]

15
[ 654067-65-9 ]
[ 1470370-96-7 ]
[ 1470370-98-9 ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In tetrahydrofuran Inert atmosphere; Schlenk technique;

Reference： [1]Lai, Lai-Fan; Qin, Chuanjiang; Chui, Chung-Hin; Islam, Ashraful; Han, Liyuan; Ho, Cheuk-Lam; Wong, Wai-Yeung [Dyes and Pigments, 2013, vol. 98, # 3, p. 428 - 436]

16
[ 23229-26-7 ]
[ 654067-65-9 ]
[ 1613149-59-9 ]

Yield	Reaction Conditions	Operation in experiment
63%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,4-dioxane; water at 80℃; Inert atmosphere;	1.1.BE-2 4-(5-bromopyrazin-2-yl)-N,N-di-p-tolylaniline (Compound 6) [123] 4-(5-bromopyrazin-2-yl)-N,N-di-p-tolylaniline (Compound 6): A mixture of (4-(di-p-tolylamino)phenyl)boronic acid (0.74 g, 2.33 mmol), 2,5- dibromopyrazine (1 .19 g, 5 mmol), Pd(PPh3)4 (0.14 g, 0.12 mmol) and K2C03 (0.69 g, 5 mmol) in dioxane/water (80 mL/10 mL) was degassed and heated at about 80°C overnight. The whole was diluted with ethyl acetate (250 mL), washed with brine, dried over Na2S04, loaded on silica gel column and purified by flash column using eluents of hexanes to hexanes/dichloromethane (3:1 ). The desired fraction was collected, and a yellow solid (6) was obtained after removal of solvents, 0.63 g, in 63% yield. Chemical Formula: C43H33N5 Molecular Weight: 619.76

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - WO2014/93353, 2014, A1 Location in patent: Paragraph 123

17
[ 654067-65-9 ]
[ 1613149-49-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 80 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 90 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - WO2014/93353, 2014, A1

18
[ 20440-95-3 ]
[ 654067-65-9 ]

Reference： [1]Patent: US9172051,2015,B2

19
[ 121-43-7 ]
[ 58047-42-0 ]
[ 654067-65-9 ]

Yield	Reaction Conditions	Operation in experiment
56%		To a solution of <strong>[58047-42-0]4-bromo-N,N-di-p-tolylaniline</strong> (Compound 25) (12.55 g, 35.6 mmol) in anhydrous THF (100 mE), was added n-l3uEi solution (16 mE, 2.5 M inhexanes) at -78 C. slowly. The resulting solution was stirred at -78 C. for about one hout Then a freshly distilled trimethyl borate (13(OCH3)3) (5.6 mE) was added. The solution turned to yellow immediately, and was stirred at RT for about 2 hours. Afier addition of iN HC1 solution (150 mE), the whole wasstirred at RT for about 18 hours and concentrated. The resulting solid was filtered and washed with diethyl ether to give a light yellow solid (Compound 26) (5.8 g, in 56% yield).
44%		To a solution of <strong>[58047-42-0]4-bromo-N,N-di-p-tolylaniline</strong> (6.63 g, 18.8 mmol) in THF (50 mE) was added n-l3uEi solution (2.5 M, 8.9 mE, 22 mmol) at about -78 C. slowly. The mixture was kept at about -78 C. for about 5 hours and freshlydistilled trimethylborate (3 mE) was added. The resulting mixture was stirred at room temperature for about 2 days, then 5% HC1 solution (75 mE) was added and stirred for overnight. The solution was extracted with ethyl acetate(150 mEx2), and the organic phase was collected, dried over Na2SO4, and concentrated. The solid was washed with dichioromethane (100 mE), and filtered to give a yellow solid ((1.40 g) and the filtrate was purified by flash colunm(hexanes/ethyl acetate 9:1 to 3:1) to give a white solid (1.2g). Total is 2.6 g, 44% yield).

Reference： [1]Patent: US9172051,2015,B2 .Location in patent: Page/Page column 97; 98; 99; 100; 101; 102
[2]Patent: US9577198,2017,B1 .Location in patent: Page/Page column 56; 57; 58

20
[ 654067-65-9 ]
[ 223463-13-6 ]
4-(5-bromopyridin-2-yl)-N,N-di-p-tolylaniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,4-dioxane; water at 95℃; Inert atmosphere;	1 4-(5-bromopyridin-2-yl)-N,N-di-p-tolylaniline (Compound 27) A mixture of (4-(di-p-tolylamino)phenyl)boronic acid (Compound 26) (3.17 g, 10 mmol), 2-iodo-5-bromo-pyridine(5.68 g, 2Ommol), Pd(PPh3)4 (0.58 g, 0.5 mmol) and K2C03 (2.76 g, 20 mmol) in dioxane/water (80 mE/iS mE) was degassed and heated at about 95° C. overnight. The resulting solution was diluted with ethyl acetate (200 mE), loaded on silica gel, and purified by flash colunm (hexanes to hexanes/dichloromethane 9:1 to 4:1 to 3:2). The desired fraction was collected and concentrated to give a light yellow solid (Compound 27) (3.5 g, in 82% yield).

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - US9172051, 2015, B2 Location in patent: Page/Page column 99; 100; 102

21
[ 654067-65-9 ]
2-(5-bromo-[2,3’-bipyridin]-6’-yl)-1-phenyl-1H-benzo[d]imidazole [ No CAS ]
4-methyl-N-(4-(6’-(1-phenyl-1H-benzo[d]imidazol-2-yl)-[2,3’-bipyridin]-5-yl)phenyl)-N-(p-tolyl)aniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,4-dioxane; water at 90℃; for 6h; Inert atmosphere;	1 Compound BE-12 A mixture of (4-(di-p-tolylamino)phenyl)boronic acid (Compound 26) (0.76 g, 2.4 mmol), 2-(5-bromo-[2,3’-bipy- ridin]-6’-yl)- 1 -phenyl- 1H-benzo[d]imidazole (Compound 17) (2.05 g, 4.8 mmol), Pd(PPh3)4 (0.138 g, 0.12 mmol) and K2C03 (0.69 g, 5 mmol) in dioxane/water (50 mL/9 mE) was degassed and heated at about 900 C. for about 6 hours. The whole was poured into dichloromethane (150 mE), then washed with brine, dried over Na2SO4, loaded on silica gel and purified by flash column (hexanes/dichioromethane 1:1 to dichloromethane to dichloromethane/ethyl acetate 9:1 to 4:1). The desired fraction was collected and concentrated to give a yellow solid (Compound 13E-12) (1.20 g, in 81% yield). LCMS (APCI+) was calculated for C43H34N5 (M+H) 620. found: mIe620.

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - US9172051, 2015, B2 Location in patent: Page/Page column 105; 106; 107; 108

22
[ 654067-65-9 ]
4-methyl-N-(4-(6’-(1-phenyl-1H-benzo[d]imidazol-2-yl)-[3,3’-bipyridin]-6-yl)phenyl)-N-(p-tolyl)aniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 95 °C / Inert atmosphere 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 85 °C / Inert atmosphere 3: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 85 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - US9172051, 2015, B2

23
[ 654067-65-9 ]
4-methyl-N-(4-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)phenyl)-N-(p-tolyl)aniline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 95 °C / Inert atmosphere 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 85 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - US9172051, 2015, B2

24
[ 5419-55-6 ]
[ 58047-42-0 ]
[ 654067-65-9 ]

Yield	Reaction Conditions	Operation in experiment
89%		In a 100 mL single-necked flask, 5 mmol of 4-bromo-N,N-bis(p-methylphenyl)aniline was added and 50 mL of dry tetrahydrofuran was added under nitrogen and cooled to -78 C, slowly add 2.5M of butyllithium solution 2. mL, after 1 hour, again cooled to -78 C, dropping 10mmol of triisopropyl borate, dripping slowly after the natural rise to ambient temperature. under nitrogen, stir overnight. The pH value of the system was adjusted to 5 with 2N hydrochloric acid. After cooling, the layers were separated and the aqueous phase was extracted three times with ether and combined with the organic phase. The water was dried with anhydrous sodium sulfate to remove the solvent and acetone: petroleum ether : 10 (v / v) mixed eluent was separated by column chromatography in 89% yield.

Reference： [1]Patent: CN104030995,2016,B .Location in patent: Paragraph 0040-0042
[2]Dyes and Pigments,2017,vol. 144,p. 262 - 270

25
[ 654067-65-9 ]
C₉₆H₆₆Br₃N₃ [ No CAS ]
C₁₅₆H₁₂₀N₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In toluene Inert atmosphere; Reflux;	8 Synthesis of macrocyclic compounds of formula b In a flask was added 5 mmol macrocyclic compounds of formula 4, in accordance with the formula 4 macrocycle 6 times the amount adding the compound of formula 2, 50 mL of dried toluene was added,2mol / L sodium carbonate solution 30mL, under a nitrogen atmosphere, a 2.5% Pd(P(ph)3) 4 reflux reaction was added to the molar fraction of the macrocyclic compound of formula 4, The chromatographic monitoring reaction is complete until the macrocyclic compound of formula 4 is completed,The organic phase was separated from the organic phase, and the inorganic phase was extracted with ether. The organic phase was combined with the organic phase, dried to remove the solvent, and the eluent was mixed with dichloromethane and petroleum ether to obtain the macrocyclic compound (b) , The conversion rate was 86%.

Reference： [1]Current Patent Assignee: KONG, QINGGANG; LIU, FEI; SHI, BOWEN - CN104030995, 2016, B Location in patent: Paragraph 0054-0056

26
[ 654067-65-9 ]
[ 6942-99-0 ]
C₄₉H₄₆N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In 1,4-dioxane; water at 100℃; for 20h; Inert atmosphere;	HT-2 A mixture of (4-(di-p-tolylamino)phenyl)boronic acid(Compound 2) (1.0 g, 3.15 mmol), 2,4-dibromomesitylene(0.43 g, 1.5 mmol), Pd(PPh3)4 (0.17 g, 0.15 mmol) andK2C03 (2.0 g, 15 mmol) in 1,4-dioxane/water (6 mE/i mE)was degassed and heated at about 1000 C. for about 20 hours. The mixture was then worked up with water/dichloromethane. The organic phase was collected and dried over Na2SO4, purified by flash column (hexanes/ethyl acetate80:1 to 40:1) to give a white solid (HT-2) (0.69 g, 69%yield). ECMS (APCI): calcd for C49H47N2(M+H)=663.Found: 663.

Reference： [1]Current Patent Assignee: NITTO DENKO CORPORATION - US9577198, 2017, B1 Location in patent: Page/Page column 56; 57; 58

27
[ 654067-65-9 ]
[ 572-83-8 ]
2-(4-(di-p-tolylamino)phenyl)anthracene-9,10-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85.59%	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; 2-bromoanthracene-9,10-dione With teterabutylammonium; potassium carbonate In toluene at 20℃; for 0.25h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium⁽⁰⁾ In toluene for 12h; Reflux; Inert atmosphere;	1 2.3.1 Synthesis of 4,4'-((4-(9,10-dioxo-9,10-dihydroanthracen-2-yl)phenyl)azanediyl)dibenzaldehyde (dye 1) General procedure: Compound 7 (0.38 g, 1.0 mmol), 10 (0.44 g, 1.3 mmol), tetrabutylammonium (0.16 g, 0.5 mmol) were dissolved in toluene (40 mL) under argon, and K2CO3 (2 M, 2.5 mL) was added. The mixture was stirred at room temperature for 15 min, and then Pd(PPh3)4 catalyst (0.05 g, 0.04 mmol) was added. The reaction mixture was heated to reflux for 12 h. After cooling, the product was extracted with CH2Cl2, washed with water, dried over anhydrous MgSO4. The organic layer was evaporated and the compound was purified by flash chromatography on silica gel column (petroleum ether:ethyl acetate = 10:1 as eluent) to give orange solid 0.28 g, yield: 54.90%, m.p. 182-183 °C.

Reference： [1]Li, Yanxia; Tan, Tingfeng; Wang, Shirong; Xiao, Yin; Li, Xianggao [Dyes and Pigments, 2017, vol. 144, p. 262 - 270]

28
2,8-dibromo-5,5-difluoro-1,3,7,9-tetramethyl-10-phenyl-5H-dipyrrolo[1,2-c:2′,1′-f ][1,3,2]diazaborinin-4-ium-5-uide [ No CAS ]
[ 654067-65-9 ]
C₅₉H₅₃BF₂N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; toluene for 12h; Inert atmosphere; Schlenk technique; Reflux;

Reference： [1]Wei, Houjia; Feng, Rui; Fang, Yong; Wang, Lei; Chen, Chao; Zhang, Li; Cui, Haiyan; Wang, Xinping [Chemistry - A European Journal, 2018, vol. 24, # 72, p. 19341 - 19347]

29
[ 654067-65-9 ]
[ 133546-50-6 ]
C₃₀H₂₀BrN₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 110℃; for 12h; Inert atmosphere;	(4-(di-p-tolylamino)phenyl)boronic acid (2.03 g, 6.4 mmol),5,10-dibromonaphtho[1,2-c:5,6-c']bis([1,2,5]thiadiazole) (3.22 g, 8 mmol),Tetrakis(triphenylphosphine)palladium (280 mg, 0.24 mmol),And potassium carbonate (3.31 g, 24 mmol) was placed in a 500 mL double-necked flask.Vacuuming the air inside the system,After argon is added, it is dissolved in toluene (450 mL).And add deionized water (15 mL),It was refluxed at 110 °C for 12 hours.After the reaction, use diatomaceous earth,The mixture of silica gel is filtered with chloroform as the extract.After concentration, extract with chloroform and water.The organic layer is then extracted with saturated brine.Anhydrous magnesium sulfate removes water,Finally purified by column chromatography,Using chloroform: n-hexane (1:1) as the extract,Intermediate product (1.74 g, 3 mmol, yield 38%) was obtained.
	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In toluene at 110℃; for 12h; Inert atmosphere;

Reference： [1]Current Patent Assignee: WANG, GEN-CONG; WANG, JUN-KAI; LUO, YUAN-ZHI; HUANG, YI-XUAN; CHEN, ZI-YU; LI, JUN-HAO; CHEN, JIA-XUN; QIU, TIAN-LONG; LIN, QI-FENG; LIN, JIAN-LIANG; CHEN, YI-AN; LIU, SHUN-WEI; LI, YA-ZE; LI, YI-HUA; WANG, YONG-HAO; FORREST, STEPHEN R; CHE, XIAO-ZHOU - TWI647230, 2019, B Location in patent: Paragraph 0048
[2]Che, Xiaozhou; Forrest, Stephen R.; Li, Ya-Ze; Liu, Shun-Wei; Lo, Yuan-Chih; Wang, Chun-Kai; Wang, Yung-Hao; Wong, Ken-Tsung [Chemistry - An Asian Journal, 2020]

30
[ 654067-65-9 ]
1-bromo-3-formylbenzo[c]thiophene-5,6-dicarbonitrile [ No CAS ]
C₃₄H₂₁N₅S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; water / 12 h / 110 °C / Inert atmosphere 2: triethylamine / dichloromethane / 0.5 h / Inert atmosphere

Reference： [1]Current Patent Assignee: WANG, GEN-CONG; WANG, JUN-KAI; LUO, YUAN-ZHI; HUANG, YI-XUAN; CHEN, ZI-YU; LI, JUN-HAO; CHEN, JIA-XUN; QIU, TIAN-LONG; LIN, QI-FENG; LIN, JIAN-LIANG; CHEN, YI-AN; LIU, SHUN-WEI; LI, YA-ZE; LI, YI-HUA; WANG, YONG-HAO; FORREST, STEPHEN R; CHE, XIAO-ZHOU - TWI647230, 2019, B

31
[ 654067-65-9 ]
1-bromo-3-formylbenzo[c]thiophene-5,6-dicarbonitrile [ No CAS ]
C₃₁H₂₁N₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 110℃; for 12h; Inert atmosphere;	(4-(di-p-tolylamino)phenyl)boronic acid,1-bromo-3-mercaptobenzo[c]thiophene-5,6-dicarbonitrile (0.50 g, 1.72 mmol)And tetrakis(triphenylphosphine)palladium (99 mg, 86 mol),Potassium carbonate (0.71 g, 5.16 mmol) was placed in a 50 mL two-necked flask.After vacuuming, the air in the system is drained, and after argon is introduced,Soluble in toluene (43 mL) with deionized water (3 mL).It was refluxed at 110 °C for 12 hours.After the reaction, use diatomaceous earth,The mixture of silica gel is filtered with dichloromethane as the extract.After concentration, it is extracted with dichloromethane and water, and the organic layer is extracted with saturated brine.Anhydrous magnesium sulfate is dehydrated and finally purified by column chromatography.Using dichloromethane as the extract,Intermediate product (0.51 g, 1.05 mmol, yield 61%) was obtained.

Reference： [1]Current Patent Assignee: WANG, GEN-CONG; WANG, JUN-KAI; LUO, YUAN-ZHI; HUANG, YI-XUAN; CHEN, ZI-YU; LI, JUN-HAO; CHEN, JIA-XUN; QIU, TIAN-LONG; LIN, QI-FENG; LIN, JIAN-LIANG; CHEN, YI-AN; LIU, SHUN-WEI; LI, YA-ZE; LI, YI-HUA; WANG, YONG-HAO; FORREST, STEPHEN R; CHE, XIAO-ZHOU - TWI647230, 2019, B Location in patent: Paragraph 0064

32
[ 654067-65-9 ]
[ 18557-22-7 ]
C₃₁H₂₂N₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; water / 5 h / 80 °C / Inert atmosphere 2: 1-methyl-pyrrolidin-2-one / 2 h / 190 °C / Microwave irradiation; Inert atmosphere
	Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; toluene / 12 h / 110 °C / Inert atmosphere 2: 1-methyl-pyrrolidin-2-one / 2 h / 190 °C / Microwave irradiation

Reference： [1]Current Patent Assignee: WANG, GEN-CONG; WANG, JUN-KAI; LUO, YUAN-ZHI; HUANG, YI-XUAN; CHEN, ZI-YU; LI, JUN-HAO; CHEN, JIA-XUN; QIU, TIAN-LONG; LIN, QI-FENG; LIN, JIAN-LIANG; CHEN, YI-AN; LIU, SHUN-WEI; LI, YA-ZE; LI, YI-HUA; WANG, YONG-HAO; FORREST, STEPHEN R; CHE, XIAO-ZHOU - TWI647230, 2019, B
[2]Che, Xiaozhou; Forrest, Stephen R.; Li, Ya-Ze; Liu, Shun-Wei; Lo, Yuan-Chih; Wang, Chun-Kai; Wang, Yung-Hao; Wong, Ken-Tsung [Chemistry - An Asian Journal, 2020]

33
[ 654067-65-9 ]
[ 18557-22-7 ]
C₃₀H₂₂BrN₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
49%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 80℃; for 5h; Inert atmosphere;	(4-(Di-p-tolylamino)phenyl)boronic acid (0.35 g, 1.1 mmol)Transfer to a 25 mL double neck bottle,Add 4,9-dibromonaphtho[2,3-c][1,2,5]thiadiazole (0.34 g, 1 mmol)And tetrakis(triphenylphosphine)palladium (58 mg, 0.05 mmol),And potassium carbonate (0.41 g, 3 mmol),After vacuuming, the air in the system is drained, and after argon is introduced,Soluble in toluene (10 ml),And add deionized water (16mL),The reaction was carried out at 80 ° C for 5 hours.After returning to room temperature, use diatomaceous earth,The mixture of silica gel is filtered with chloroform as the extract.After concentration, extract with chloroform and water.The organic layer is then extracted with saturated brine.Anhydrous magnesium sulfate removes water,Finally purified by column chromatography,With chloroform: n-hexane (1:3) as the extract,Intermediate product (0.26 g, 0.49 mmol, yield 49%) was obtained.
825 mg	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 110℃; for 12h; Inert atmosphere;

Reference： [1]Current Patent Assignee: WANG, GEN-CONG; WANG, JUN-KAI; LUO, YUAN-ZHI; HUANG, YI-XUAN; CHEN, ZI-YU; LI, JUN-HAO; CHEN, JIA-XUN; QIU, TIAN-LONG; LIN, QI-FENG; LIN, JIAN-LIANG; CHEN, YI-AN; LIU, SHUN-WEI; LI, YA-ZE; LI, YI-HUA; WANG, YONG-HAO; FORREST, STEPHEN R; CHE, XIAO-ZHOU - TWI647230, 2019, B Location in patent: Paragraph 0072
[2]Che, Xiaozhou; Forrest, Stephen R.; Li, Ya-Ze; Liu, Shun-Wei; Lo, Yuan-Chih; Wang, Chun-Kai; Wang, Yung-Hao; Wong, Ken-Tsung [Chemistry - An Asian Journal, 2020]

34
[ 654067-65-9 ]
2,5,11-tribromoindolo[3,2,1-jk]carbazole [ No CAS ]
C₇₈H₆₂N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; 2,5,11-tribromoindolo[3,2,1-jk]carbazole With sodium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium⁽⁰⁾ In ethanol; water; toluene at 106℃;	4 0.5 g (1.1 mmol) of M3, 1.3 g (4.0 mmol) of 4-(di-p-methylphenylamino)phenylboronic acid, 1.7 g (16.0 mmol) of sodium carbonate, 40 mL of toluene, 6.4 mL were sequentially added to a 100 mL two-necked flask. Ethanol, 8 mL water. After the mixture was bubbled with nitrogen for 30 minutes, 0.06 g (0.05 mmol) of tetrakis(triphenylphosphine)palladium catalyst was added, and the mixture was stirred under heating at 106 ° C overnight. After the reaction was cooled to room temperature, the mixture was diluted with water (50mL) and ethyl acetate (50mL). The aqueous layer was extracted with ethyl acetate (100 mL×3). After the organic phase was dried over anhydrous sodium sulfate, the solvent was evaporated to dryness. Separation and purification were carried out on a silica gel column using petroleum ether: ethyl acetate = 4:1 (volume ratio) as an eluent solvent to obtain 1.04 g of 1-17 in a yield of 90%.

Reference： [1]Current Patent Assignee: SOOCHOW UNIVERSITY (SUZHOU) - CN110256447, 2019, A Location in patent: Paragraph 0080-0083

35
[ 654067-65-9 ]
[ 13292-05-2 ]
C₃₄H₂₅NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; In water; toluene; at 75℃; for 11h;Inert atmosphere;	The compound B (0.98 g, 3.41 mmol), a compound E (1.19 g, 3.75 mmol), Pd(PPh3)4 (0.20 g, 0.17 mmol), 40 mL of toluene, and 20 mL of 2M aqueous Na2CO3 solution were charged in a three-necked flask having a capacity of 300 mL under a nitrogen atmosphere, and the mixture was stirred while conducting heating at 75 C. for 11 hours. Water was added to the resultant solution, the mixture was subjected to extraction with chloroform, and then the resultant extract was dried by adding sodium sulfate. Sodium sulfate hydrate was removed by filtration, and the solvent was distilled off from the filtrate using an evaporator. The resultant solid was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=5:1) to obtain a black solid (yield amount: 1.39 g, yield: 85%). Chemical shift values (delta) of the compound measured by 1H NMR (400 MHz, CDCl3) were as follows: delta 8.25-8.20 (m, 2H), 8.17 (d, J=1.6 Hz, 1H), 8.11 (d, J=8.0 Hz, 1H), 7.73 (td, J=8.0, 1.6 Hz, 1H), 7.63 (dd, J=8.4, 1.6 Hz, 1H), 7.54 (dd, J=8.8, 2.0 Hz, 2H), 7.49 (td, J=7.6, 0.8 Hz, 1H), 7.13-7.05 (m, 10H), 2.35 (s, 6H). It was confirmed by 1H NMR measurement that the obtained compound was a compound F.

Reference： [1]Patent: US2019/330162,2019,A1 .Location in patent: Paragraph 0190-0192

36
[ 654067-65-9 ]
C₂₅H₂₁N₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 16 h / Inert atmosphere; Reflux 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -100 °C / Inert atmosphere 2.2: 0.5 h / -100 °C

Reference： [1]Li, Yongxi; Sheriff, Hafiz K. M.; Liu, Xiao; Wang, Chun-Kai; Ding, Kan; Han, Han; Wong, Ken-Tsung; Forrest, Stephen R. [Journal of the American Chemical Society, 2019, vol. 141, # 45, p. 18204 - 18210]

37
[ 654067-65-9 ]
2-[2-(4-N,N-ditolylaminophenyl)pyrimidin-5-yl]methylene}malononitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran; water / 16 h / Inert atmosphere; Reflux 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -100 °C / Inert atmosphere 2.2: 0.5 h / -100 °C 3.1: aluminum oxide / toluene / 0.33 h / 70 °C

Reference： [1]Li, Yongxi; Sheriff, Hafiz K. M.; Liu, Xiao; Wang, Chun-Kai; Ding, Kan; Han, Han; Wong, Ken-Tsung; Forrest, Stephen R. [Journal of the American Chemical Society, 2019, vol. 141, # 45, p. 18204 - 18210]

38
[ 654067-65-9 ]
[ 183438-24-6 ]
C₂₄H₂₀BrN₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ In tetrahydrofuran; water for 16h; Inert atmosphere; Reflux;

Reference： [1]Li, Yongxi; Sheriff, Hafiz K. M.; Liu, Xiao; Wang, Chun-Kai; Ding, Kan; Han, Han; Wong, Ken-Tsung; Forrest, Stephen R. [Journal of the American Chemical Society, 2019, vol. 141, # 45, p. 18204 - 18210]

39
[ 654067-65-9 ]
1-bromo-5-n-pentyloxybenzonaphtho[1,2,3-de]benzopyran-2-one [ No CAS ]
8-n-pentyloxy-2-tolylamino-5H-benzo[12,1]benzoanthrone[7,6,5-c,d,e]benzopyran-5-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; 1-bromo-5-n-pentyloxybenzonaphtho[1,2,3-de]benzopyran-2-one With potassium phosphate; trans-bis(triphenylphosphine)palladium dichloride In ethanol; water at 90℃; for 8h; Schlenk technique; Inert atmosphere; Stage #2: In ethanol; water for 3h; UV-irradiation;
72%	With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate In ethanol; water at 90℃; for 8h; Inert atmosphere;	1-15 Preparation of compounds 1-16 General procedure: Add 3.49g (0.01mol) to the 500mL glass reactor1-bromo-benzonaphtho[1,2,3-de]benzopyran-2-one,4.16g (0.02mol) 4-n-pentyloxybenzeneboronic acid,4.25g (0.2mol) potassium phosphate,0.35g (0.0005mol) bis(triphenylphosphine) palladium chloride,A mixture of 200mL ethanol and distilled water with a volume ratio of 5:1, at 90,Under argon protection, reflux for 8 hours;After cooling to room temperature, the reaction solution was irradiated with 430nm 30W blue LED lamp in the air for 3 hours, the solvent was distilled off under reduced pressure, and it was separated and purified by recrystallization method (ethanol: dichloromethane=10:1, v/v) , To get compound 1.

Reference： [1]Xue, Wenhao; Wang, Ding; Li, Chenyu; Zhai, Zheng; Wang, Tao; Liang, Yong; Zhang, Zunting [Journal of Organic Chemistry, 2020, vol. 85, # 5, p. 3689 - 3698]
[2]Current Patent Assignee: SHAANXI NORMAL UNIVERSITY - CN111153884, 2020, A Location in patent: Paragraph 0047-0049; 0053; 0054-0055; 0057; 0075; 0077-0134

40
[ 654067-65-9 ]
C₁₁H₇BrO₂ [ No CAS ]
C₃₁H₂₅NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene at 110℃; for 10h;	1.2 2. Preparation of compound of formula 4 To a three-necked round-bottom flask, 100 mL of toluene and 20 mL of water were added, followed by 2.50 g (10 mmol) of the compound of formula 2, 3.17 g (10 mmol) of the compound of formula 3, 231 mg (0.2 mmol) of tetrakis (triphenylphosphine) palladium, 2.07 g ( 15mmol) potassium carbonate, react at 110 ° C for 10 hours, drop to room temperature, separate the liquid, dry the organic phase over anhydrous magnesium sulfate, filter, distill off the solvent, and separate the residue by column chromatography (eluent is petroleum ether) to obtain 3.32 g of the compound of formula 4, yield 75%.

Reference： [1]Current Patent Assignee: CHINA NORTH INDUSTRIES GROUP CORPORATION - CN111100099, 2020, A Location in patent: Page/Page column 0024; 0029-0031

41
[ 654067-65-9 ]
9-bromonaphtho[2,3-c][1,2,5]thiadiazole-4-al [ No CAS ]
C₃₁H₂₃N₃OS [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In water; toluene for 12h; Reflux; Inert atmosphere;

Reference： [1]Che, Xiaozhou; Forrest, Stephen R.; Li, Ya-Ze; Liu, Shun-Wei; Lo, Yuan-Chih; Wang, Chun-Kai; Wang, Yung-Hao; Wong, Ken-Tsung [Chemistry - An Asian Journal, 2020]

42
[ 654067-65-9 ]
[ 133546-50-6 ]
C₃₁H₂₀N₆S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 12 h / 110 °C / Inert atmosphere 2: 1-methyl-pyrrolidin-2-one / 2 h / 190 °C / Microwave irradiation

Reference： [1]Che, Xiaozhou; Forrest, Stephen R.; Li, Ya-Ze; Liu, Shun-Wei; Lo, Yuan-Chih; Wang, Chun-Kai; Wang, Yung-Hao; Wong, Ken-Tsung [Chemistry - An Asian Journal, 2020]

43
[ 654067-65-9 ]
C₁₈H₈Br₃NO [ No CAS ]
C₇₈H₆₂N₄O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	Stage #1: [4-[bis(4-methylphenyl)amino]phenyl]boronic acid; C₁₈H₈Br₃NO With sodium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere; Stage #2: With tetrakis(triphenylphosphine) palladium⁽⁰⁾ In ethanol; water; toluene at 106℃;	4 In a 100mL two-necked flask, add 0.5g (1.1mmol) M3,1.3g (4.0mmol) 4-(dimethylphenylamino)phenylboronic acid,1.7g (16.0mmol) sodium carbonate,40mL toluene, 6.4mL ethanol, 8mL water.After bubbling the mixture with nitrogen for 30 minutes,Add 0.06g (0.05mmol) of tetrakis(triphenylphosphine) palladium catalyst,Heat and stir overnight at 106°C.After the reaction was cooled to room temperature, the mixture was diluted with water (50 mL) and ethyl acetate (50 mL).The aqueous layer was extracted with ethyl acetate 100 mL×3.After the organic phase was dried with anhydrous sodium sulfate, the solvent was removed by rotary drying to obtain a crude product.Use petroleum ether: ethyl acetate=4:1 (volume ratio) as the eluent solvent for separation and purification on a silica gel column,1.06 g of 1-17 was obtained, and the yield was 90%.

Reference： [1]Current Patent Assignee: SOOCHOW UNIVERSITY (SUZHOU) - CN111704624, 2020, A Location in patent: Paragraph 0108-0111

44
[ 654067-65-9 ]
[ 10199-89-0 ]
C₂₆H₂₀N₄O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61.8%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In ethanol; water; toluene at 110℃; for 24h; Inert atmosphere;	3 Under the protection of argon, B-4-[bis(4-methylphenyl)amino]phenyl]boronic acid (1.00g, 3.15mmol), 4-chloro-7-nitrobenzo-2-oxa -1,3-diazole (0.63g, 3.15mmol), tetrakis(triphenylphosphine)palladium (0.15g, 0.13mol) and sodium carbonate (1.00g, 9.46mmol) were added to a 250mL three-necked flask. Then, sonicated toluene (100 mL), ethanol (30 mL) and water (10 mL) were added, and the mixture was stirred at 110° C. for 24 hours under the protection of argon. After the reaction was completed, it was concentrated, dissolved in dichloromethane and filtered, and after further concentration, the product was separated by flash column chromatography to obtain 0.85 g of a red-brown product with a yield of 61.8%.

Reference： [1]Current Patent Assignee: SICHUAN UNIVERSITY - CN112321527, 2021, A Location in patent: Paragraph 0045-0048

45
[ 654067-65-9 ]
[ 1295502-53-2 ]
C₂₆H₁₈BrF₂N₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With tetrakis-(triphenylphosphine)-palladium; potassium carbonate In lithium hydroxide monohydrate; toluene for 24h; Inert atmosphere; Reflux;

Reference： [1]Yu, Ying; Xing, Hao; Liu, Dan; Zhao, Mengying; Sung, Herman H.-Y.; Williams, Ian D.; Lam, Jacky W. Y.; Xie, Guohua; Zhao, Zheng; Tang, Ben Zhong [Angewandte Chemie - International Edition, 2022, vol. 61, # 26][Angew. Chem., 2022, vol. 134, # 26]

46
[ 654067-65-9 ]
C₂₇H₁₈F₂N₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrakis-(triphenylphosphine)-palladium; potassium carbonate / toluene; lithium hydroxide monohydrate / 24 h / Inert atmosphere; Reflux 2: 1-methyl-pyrrolidin-2-one / 4 h / 180 °C / Inert atmosphere

Reference： [1]Yu, Ying; Xing, Hao; Liu, Dan; Zhao, Mengying; Sung, Herman H.-Y.; Williams, Ian D.; Lam, Jacky W. Y.; Xie, Guohua; Zhao, Zheng; Tang, Ben Zhong [Angewandte Chemie - International Edition, 2022, vol. 61, # 26][Angew. Chem., 2022, vol. 134, # 26]

47
[ 654067-65-9 ]
C₃₁H₁₈N₆S₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: tetrakis-(triphenylphosphine)-palladium; potassium carbonate / toluene; lithium hydroxide monohydrate / 24 h / Inert atmosphere; Reflux 2: 1-methyl-pyrrolidin-2-one / 4 h / 180 °C / Inert atmosphere 3: tetrabutylammonium bromide / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

Reference： [1]Yu, Ying; Xing, Hao; Liu, Dan; Zhao, Mengying; Sung, Herman H.-Y.; Williams, Ian D.; Lam, Jacky W. Y.; Xie, Guohua; Zhao, Zheng; Tang, Ben Zhong [Angewandte Chemie - International Edition, 2022, vol. 61, # 26][Angew. Chem., 2022, vol. 134, # 26]

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CAS No. :	654067-65-9	MDL No. :	MFCD11977300
Formula :	C₂₀H₂₀BNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XDARIDUNZZQZBQ-UHFFFAOYSA-N
M.W :	317.19	Pubchem ID :	23083792
Synonyms :

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
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. 654067-65-9 ] {[proInfo.proName]}

Quality Control of [ 654067-65-9 ]

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[ 654067-65-9 ] Synthesis Path-Downstream 1~47

Related Functional Groups of
[ 654067-65-9 ]

Organoboron

Precautionary Statements-General

Prevention

Response

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Disposal

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Inquiry

[ CAS No. 654067-65-9 ] {[proInfo.proName]}

Quality Control of [ 654067-65-9 ]

Related Doc. of [ 654067-65-9 ]

Product Details of [ 654067-65-9 ]

Safety of [ 654067-65-9 ]

Application In Synthesis of [ 654067-65-9 ]

[ 654067-65-9 ] Synthesis Path-Downstream 1~47

Related Functional Groups of [ 654067-65-9 ]

Organoboron

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 654067-65-9 ]