352359-42-3|N-(4'-Bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine| Ambeed

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Quality Control of [ 352359-42-3 ] Purity: 97% SDS Specification

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Product Details of [ 352359-42-3 ]

CAS No. :	352359-42-3
Formula :	C₂₈H₂₀BrN
M.W :	450.37
SMILES Code :	BrC1=CC=C(C2=CC=C(N(C3=CC=CC=C3)C4=C5C=CC=CC5=CC=C4)C=C2)C=C1
MDL No. :	MFCD24387457
InChI Key :	JYAVHXABZQYLTH-UHFFFAOYSA-N
Pubchem ID :	16755312

Safety of [ 352359-42-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 352359-42-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 352359-42-3 ]

[ 352359-42-3 ] Synthesis Path-Downstream 1~41

1
[ 352359-42-3 ]
[ 559-40-0 ]
1,2-bis{4-[(1-naphthyl)(phenyl)amino]biphenyl}-3,3,4,4,5,5-hexafluorocyclopentene [ No CAS ]

References: [1]Molecular Crystals and Liquid Crystals,2006,vol. 444,p. 157 - 168.

2
[ 92-86-4 ]
[ 90-30-2 ]
[ 352359-42-3 ]

Yield	Reaction Conditions	Operation in experiment
76%	With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	To a round bottom flask Sub 1-1 (6.2g, 20mmol), Sub 1-2 (1) (4.4g, 20mmol), Pd2 (dba) 3 (0.9g, 1mmol), PPh3 (0.5g, 2mmol), NaOt -Bu (5.8g, 60mmol), were added to toluene (210mL), respectively, and refluxed under stirring for 24 hours at 100C. The organic layer was dried over MgSO4, and extracted with water and ether and recrystallized silicagel column and the resulting organics concentrated to one after the Sub 1 (1), 6.8g (Yield: 76%) was obtained.
70%	With sodium t-butanolate;1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; In toluene; at 90℃; for 15h;Inert atmosphere;	Synthesis of 4-bromo-4'-(naphthylphenylamino)biphenyl (2N); A mixture of 4,4'-dibromobiphenyl (8.46 g=27.4 mmol), Pd(OAc)2 (105 mg=0.18 mmol), dppf (253 mg=0.46 mmol), N-(1-naphthyl)aniline (2.0 g=9.13 mmol) and sodium t-butoxide (1.32 g=13.7 mmol) in dry toluene was placed in a three-necked flask under a nitrogen atmosphere and stirred at 90 C. for 15 h. After cooling, the reaction was quenched by adding water and then extracted by ethyl acetate. The organic layer was dried over anhydrous MgSO4 and evaporated under vacuum. The products were purified by a silica gel column eluted with hexane. White solid of compound 2N was obtained in 70% yield (2.86 g=6.37 mmol).The spectroscopic data of compound 2N were as follows: 1H NMR (CDCl3): δ 7.95 (d, 1H, J=7.9 Hz), 7.90 (d, 1H, J=7.9 Hz), 7.79 (d, 1H, J=8.2 Hz), 7.44-7.52 (m, 4H), 7.35-7.41 (m, 6H), 7.20-7.24 (m, 2H), 7.03-7.11 (m, 4H) and 6.97 (t, 1H, J=7.3 Hz); 13C NMR (CDCl3): δ 148.1, 147.9, 143.1, 139.5, 135.2, 132.5, 131.7, 131.2, 129.1, 128.4, 128.0, 127.4, 127.2, 126.6, 126.4, 126.3, 126.1, 124.1, 122.3, 122.1, 121.3 and 120.6; HRMS (m/z): 449.0783 (M+) (calculated value: 449.0779).
62%	With sodium t-butanolate;Pd(dppf)Cl2; In ethyl acetate; toluene;	Example 1.1.4 N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine (4): A mixture of N-phenylnaphthalen-1-amine (4.41 g, 20 mmol), 4,4'-dibromo-1,1'-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2SO4, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).

62%	With sodium t-butanolate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In toluene; at 80℃; for 10h;	Example 1.2 Example 1.2.1 N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine CO: A mixture of N-phenylnaphthalen-1-amine (4.41 g, 20 mmol), 4,4'-dibromo-1,1'-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2SO4, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).
62%	With sodium t-butanolate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In toluene; at 80℃; for 10h;	[0045] N-(4'-bromo-[l,l'-biphenyl]-4-yl)-N-phenylnaphthalen-l-amine (4): A mixture of N-phenylnaphthalen-1 -amine (4.41g, 20 mmol), 4,4'-dibromo- 1,1 '-biphenyl (15g, 48 mmol), sodium tert-butoxide (4.8g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2S04, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58g, in 62% yield).
62%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h;	A mixture of N-phenylnaphthalen-i -amine (4.41 g,20 mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)C12 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 mm, then washed with brine (100 ml). The organic is collected and dried over Na2 SO4, loaded on silica gel, and purified by flash colunm (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).
62%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h;Inert atmosphere;	A mixture of N-phenylnaphthalen- i-amine (4.41 g, 20 mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodium tert-butoxide (NaOl3ut) (4.8 g, 50 mmol) and Pd(dppf)C12 (0.44 g, 0.6 mmol) in anhydrous toluene (100 mE) was degassed and heated at 800 C. for about 10 hours. After cooling to RT, the mixture was poured into dichioromethane(400 mE) and stirred for about 30 mm., then washed withbrine (100 mE). The organic solution was collected and dried over Na2SO4, loaded on silica gel, and purified by flash colunm (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to givea white solid Compound 4 (5.58 g, in 62% yield).
62%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h;Inert atmosphere;	A mixture of N-phenylnaphthalen-i -amine (4.41 g, 20mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodiumtert-butoxide (4.8 g, 50 mmol) and Pd(dppf)C2 (0.44 g, 0.6mmol) in anhydrous toluene (100 ml) was degassed andheated at about 800 C. for about 10 hours. After cooling toRT, the mixture was poured into dichloromethane (400 ml)and stirred for about 30 mm, then washed with brine (100ml). The organic was collected and dried over Na2SO4,loaded on silica gel, and purified by flash column (hexanesto hexanes/ethyl acetate 90:1) to give a solid which waswashed with methanol and dried under air to give a whitesolid (Compound 5) (5.58 g, in 62% yield).

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.
[2]Patent: KR2015/117399,2015,A .Location in patent: Paragraph 0139; 0140; 0141.
[3]Tetrahedron,2009,vol. 65,p. 4726 - 4734.
[4]Patent: US2010/76205,2010,A1 .Location in patent: Page/Page column 5.
[5]Patent: US2011/140093,2011,A1 .
[6]Patent: US2011/251401,2011,A1 .Location in patent: Page/Page column 21.
[7]Patent: WO2012/88294,2012,A1 .Location in patent: Page/Page column 15.
[8]Patent: US2015/87685,2015,A1 .Location in patent: Paragraph 0112; 0113; 0114.
[9]Patent: US9172051,2015,B2 .Location in patent: Page/Page column 48; 52; 53.
[10]Patent: US9577198,2017,B1 .Location in patent: Page/Page column 63; 64; 65; 66.
[11]Patent: WO2006/73054,2006,A1 .Location in patent: Page/Page column 59.

3
[ 352359-42-3 ]
[ 134-32-7 ]
[ 352359-43-4 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

4
[ 352359-42-3 ]
[ 62-53-3 ]
[ 352359-41-2 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

5
triphenylphosphine palladium (II) chloride [ No CAS ]
[ 92-86-4 ]
[ 90-30-2 ]
[ 352359-42-3 ]

Yield	Reaction Conditions	Operation in experiment
	In 5,5-dimethyl-1,3-cyclohexadiene; water; toluene;	Under the argon gas current, 6.8 g of N-phenyl-1-naphthylamine (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 9.7 g of 4,4'-dibromobiphenyl (manufactured by Tokyo Kasei Co., Ltd.), 3 g of sodium-t-butoxide (manufactured by Hiroshima-Wako Co., Ltd.), 0.5 g of triphenylphosphine palladium (II) chloride (manufactured by Tokyo Kasei Kogyo Co., Ltd.) and 500 ml of xylene were placed, and then they were reacted at 130 C. for 24 hours. After cooled it down, 1000 ml of water was added, followed by filtration of the mixture by using Celite. Then the solution obtained by the filtration was extracted by toluene, followed by drying it with the use of magnesium sulfate anhydride. After concentrating it under reduced pressure, the crude product was refined by column refining and the obtained was recrystallized by using toluene. It was separated by filtration and dried, then 4.1 g of 4'-bromo-N-phenyl-N-1-naphthyl-4-amino-1,1'-biphenyl (Intermediate 3, which will be illustrated later) was obtained.

References: [1]Patent: US2006/159957,2006,A1 .

6
[ 352359-42-3 ]
[ 13716-12-6 ]
[ 865-48-5 ]
[ 352359-41-2 ]

Yield	Reaction Conditions	Operation in experiment
	With aniline; In toluene;	(2) Synthesis of N,N'-diphenyl-N-1-naphthylbenzidine Adding 0.66% by weight toluene solution in an amount of 100 microliter prepared by dissolving tri-t-butylphosphine into a mixed solution prepared by dissolving 4.50 g of 4-bromo-4'-(N-1-naphthyl-N-phenylamino)biphenyl, 1.11 g of aniline, 183 milligram of tris(dibenzylideneacetone)dipalladium(O) and 1.35 g of t-butoxysodium into toluene in an amount of 100 milliliter, the resultant solution was stirred at a room temperature for 5 hours. After the completion of the reaction, the solution was filtered with a use of celite and the filtrate was extracted with toluene. Concentrating the filtrate under a reduced pressure, the resultant crude product was refined by means of a column and as a result, 3.50 g of pale yellow powder was obtained

References: [1]Patent: US2007/29927,2007,A1 .

7
[ 352359-42-3 ]
[ 13716-12-6 ]
[ 865-48-5 ]
[ 923020-73-9 ]

Yield	Reaction Conditions	Operation in experiment
	With aniline; In toluene;	(2) Synthesis of 2-(N-1-naphthyl-N-phenylamino)-7-(N-phenylamino)phenanthrene Adding 0.66% by weight toluene solution in an amount of 100 microliter prepared by dissolving tri-t-butylphosphine into a mixed solution prepared by dissolving 4.74 g of 4-bromo-4'-(N-1-naphthyl-N-phenylamino)biphenyl, 1.11 g of aniline, 183 milligram of tris(dibenzylideneacetone)dipalladium(O) and 1.35 g of t-butoxysodium into toluene in an amount of 100 milliliter, the resultant solution was stirred at a room temperature for 5 hours. After the completion of the reaction, the solution was filtered. The resultant solid was washed with uses of methanol, water, methanol and toluene sequentially and further, it was dried under a reduced pressure and as a result, 3.50 g of gray powder (crude product) was obtained.

References: [1]Patent: US2007/29927,2007,A1 .

8
[ 352359-42-3 ]
[ 849146-80-1 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

9
[ 352359-42-3 ]
[ 849146-79-8 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

10
[ 352359-42-3 ]
N^4'-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-N⁴-naphthalen-1-yl-N⁴,N^4'-diphenyl-biphenyl-4,4'-diamine [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

11
[ 352359-42-3 ]
[ 849146-84-5 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

12
[ 352359-42-3 ]
N⁴-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-N⁴,N^4'-di-naphthalen-1-yl-N^4'-phenyl-biphenyl-4,4'-diamine [ No CAS ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

13
[ 352359-42-3 ]
[ 849146-83-4 ]

References: [1]Macromolecules,2005,vol. 38,p. 1640 - 1647.

14
[ 352359-42-3 ]
[ 102113-98-4 ]
C₅₂H₃₈N₂ [ No CAS ]

References: [1]Patent: WO2006/73054,2006,A1 .Location in patent: Page/Page column 73.

15
[ 352359-42-3 ]
[ 915031-05-9 ]
C₉₂H₆₆N₄ [ No CAS ]

References: [1]Patent: WO2006/120859,2006,A1 .Location in patent: Page/Page column 51-52.

16
[ 352359-42-3 ]
[ 61676-62-8 ]
[ 792909-35-4 ]

References: [1]Organometallics,2004,vol. 23,p. 5280 - 5285.

17
[ 352359-42-3 ]
[ 816421-98-4 ]

Yield	Reaction Conditions	Operation in experiment
		Synthesis of 4'-(naphthylphenylamino)triphenylene-4-carbaldehyde (3N); To a three-necked round-bottom flask containing 2N (6.82 g=15.2 mmol) was added dropwise BuLi (16.1 mmol, 1.6 M in a hexane solution of 10 mL) in dry THF at -78 C., and then the solution was brought to 0 C. and stirred by a magnetic bar for 30 minutes. The solution was cooled again to -78 C. and to it was added dropwise tri-isopropyl borate (5.3 mL=19.8 mmol). The reaction solution was warmed up gradually to room temperature and stirred overnight. To the reaction solution was then added excess amount (30 mL) of 10% HCl(aq), while the mixture was stirred for another 1 hour. The reaction was quenched by pouring into distilled water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous MgSO4, and evaporation of the solvent gave a crude product, which was immediately subjected to the next reaction.The crude product was mixed with 4-bromobenzaldehyde (2.57 g=14.0 mmol), K2CO3(aq) (2.76 g=2 mmol) in 10 mL of H2O, and Pd(PPh3)4 (807 mg=0.69 mmol) in dry toluene/THF (2/1). The mixture was heated to 90 C. for 12 hours. After cooling, the products were extracted by ethyl acetate and the organic layer dried over anhydrous MgSO4. The crude product was dried in vacuo and purifies by a silica gel column eluted with CH2Cl2/hexane (1/1). Yellow solid of compound 3N was obtained in 88% yield (6.35 g=13.4 mmol).The spectroscopic data of 3N were as follows: 1H NMR (CDCl3): δ 10.04 (s, 1H), 7.93-7.95 (m, 3H), 7.88 (d, 1H, J=8.1 Hz), 7.78 (t, 3H, J=6.9 Hz), 7.67 (d, 2H, J=8.6 Hz), 7.64 (d, 2H, J=8.6 Hz), 7.44-7.50 (m, 4H), 7.35-7.38 (m, 2H), 7.24 (d, 1H, J=4.2 Hz), 7.21 (d, 2H, J=7.2 Hz), 7.10 (d, 2H, J=8.6 Hz), 7.07 (d, 2H, J=8.6 Hz) and 6.96 (t, 1H, J=7.2 Hz); 13C NMR (CDCl3): δ 191.7, 148.2, 148.0, 146.6, 143.3, 140.8, 137.6, 135.3, 135.1, 132.8, 131.3, 130.3, 129.2, 128.5, 127.7, 127.6, 127.3, 127.0, 126.7, 126.4, 124.5, 124.2, 122.4, 122.3 and 121.5; HRMS (m/z): 475.1933 (M+) (calculated value: 475.1936).

References: [1]Tetrahedron,2009,vol. 65,p. 4726 - 4734.
[2]Patent: US2010/76205,2010,A1 .Location in patent: Page/Page column 5.

18
[ 135-88-6 ]
[ 105946-82-5 ]
[ 352359-42-3 ]

Yield	Reaction Conditions	Operation in experiment
62%	With sodium t-butanolate;tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; In toluene; at 90℃; for 3h;	Synthesis Example 6: Synthesis of Intermediate 6 16.2 g (45 mmol) of 4-bromo-4'-iodo-biphenyl, 6.58 g (30 mmol) of N-phenyl-2-naphthylamine, 4.3 g (45 mmol) of t-BuONa, 0.55 g (0.6 mmol) of Pd2(dba)3, and 0.12 g (0.6 mmol) of P(t-Bu)3 were dissolved in 100 mL of toluene and stirred at 90C for 3 hours. After the reaction was completed, the reaction product was cooled to room temperature and extracted three times with distilled water and 100 ml of diethylether. An organic layer was collected and dried using magnesium sulfate to evaporate the solvent. The residue was separated and purified using silica gel column chromatography to obtain 8.38 g (yield: 62%) of Intermediate 6. This compound was identified using HR-MS. C28H20BrN calc.: 449.0779; and found: 449.0775.

References: [1]Patent: EP2298737,2011,A1 .Location in patent: Page/Page column 29.

19
[ 352359-42-3 ]
[ 5350-57-2 ]
[ 1268622-04-3 ]

Yield	Reaction Conditions	Operation in experiment
92%	With sodium t-butanolate;palladium diacetate; XPhos; In toluene; at 90℃; for 3h;	Synthesis Example 13: Synthesis of Intermediate 13 13.5 g (30 mmol) of Intermediate 6, 7.1 g (36 mmol) of benzophenone hydrazone, 4.3 g (45 mmol) of t-BuONa, 0.13 g (0.6 mmol) of Pd(OAc)2, and 0.29 g (0.6 mmol) of 2-dicyclohexylphosphino-2',4,6'-triisopropylbiphenyl were dissolved in 60 mL of toluene and stirred at 90C for 3 hours. The reaction product was cooled to room temperature. Distilled water was added thereto and the product was extracted twice with 100 mL of diethylether and once with 100 mL of dichloromethane. An organic layer was collected and dried using magnesium sulfate, followed by filtration. The solvent was evaporated, and the residue was separated and purified using silica gel column chromatography to obtain 15.6 g (yield: 92 %) of Intermediate 13. This compound was identified using HR-MS. C41H31N3 calc.: 565.2518; and found: 565.2522.

References: [1]Patent: EP2298737,2011,A1 .Location in patent: Page/Page column 30.

20
[ 352359-42-3 ]
[ 1268622-11-2 ]

References: [1]Patent: EP2298737,2011,A1 .

21
[ 352359-42-3 ]
[ 1268622-18-9 ]

References: [1]Patent: EP2298737,2011,A1 .

22
[ 352359-42-3 ]
[ 73183-34-3 ]
[ 792909-35-4 ]

Yield	Reaction Conditions	Operation in experiment
90%	With potassium acetate;Pd(dppf)Cl2; In 1,4-dioxane; ethyl acetate;	Example 1.2.1 N-phenyl-N-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)naphthalen-1-amine (5): A mixture of Compound 4 (5.5 g, 12.2 mmol), bis(pinacolate)diborane (3.10 g, 12.2 mmol), Pd(dppf)Cl2 (0.446 mg, 0.6 mmol) and KOAc (5.5 g, 56 mmol) in anhydrous dioxane (60 ml) was degassed and heated at 80 C. overnight. After being cooled to RT, the mixture was poured into ethyl acetate (200 ml), washed with brine (150 ml). The organic solution was dried over Na2SO4, loaded on silica gel and purified by flash column (hexanes to hexanes/ethyl acetate 30:1) to collect the major fraction. After removal of solvent, the solid was washed with methanol, filtered and dried in air to give a white solid 5 (5.50 g, in 90% yield).
90%	With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80℃;	Example 1.2.2 N-phenyl-N-(4'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1'-biphenyl]-4-yl)naphthalen-1-amine (7): A mixture of Compound 6 (5.5 g, 12.2 mmol), bis(pinacolate)diborane (3.10 g, 12.2 mmol), Pd(dppf)Cl2 (0.446 mg, 0.6 mmol) and KOAc (5.5 g, 56 mmol) in anhydrous dioxane (60 ml) was degassed and heated at 80 C. overnight. After being cooled to RT, the mixture was poured into ethyl acetate (200 ml), washed with brine (150 ml). The organic solution was dried over Na2SO4, loaded on silica gel and purified by flash column (hexanes to hexanes/ethyl acetate 30:1) to collect the major fraction. After removal of solvent, the solid was washed with methanol, filtered and dried in air to give a white solid 7 (5.50 g, in 90% yield).
90%	With potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80℃;	Example 1.2.14 5[0047] N-phenyl-N-(4'-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-[l,l'- biphenyl]-4-yl)naphthalen-l-amine (5): A mixture of Compound 4( 5.5 g, 12.2 mmol), bis(pinacolate)diborane (3.10 g, 12.2 mmol), Pd(dppf)Cl2 (0.446 mg, 0.6 mmol) and KOAc (5.5 g, 56 mmol) in anhydrous dioxane (60 ml) was degassed and heated at 80 C overnight. After being cooled to RT, the mixture was poured into ethyl acetate (200 ml), washed with brine (150 ml). The organic solution was dried over Na2S04, loaded on silica gel and purified by flash column (hexanes to hexanes/ethyl acetate 30:1) to collect the major fraction. After removal of solvent, the solid was washed with methanol, filtered and dried in air to give a white solid 5 (5.50g, in 90% yield).

90%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80℃;	A mixture of Compound 6 (5.5 g, 12.2 mmol), bis (pinacolate)diborane (3.10 g, 12.2 mmol), Pd(dppf)C12 (0.446 mg, 0.6 mmol) and KOAc (5.5 g, 56 mmol) in anhydrous dioxane (60 ml) was degassed and heated at 80 C. overnight. After being cooled to RT, the mixture was poured into ethyl acetate (200 ml), and washed with brine (150 ml). The organic solution was dried over Na2504, loaded on silica gel and purified by flash column (hexanes to hexanes/ethyl acetate 30:1) to collect the major fraction. After removal of solvent, the solid was washed with methanol, filtered and dried in air to give a white solid 7 (5.50 g, in 90% yield).
90%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80℃;Inert atmosphere;	Amixture of Compound 4(5.5 g, i2.2 mmol), bis(pinacolate)diborane (3.10 g, i2.2 mmol), Pd(dppf)C12 (0.446 mg,0.6 mmol) and KOAc (5.5 g, 56 mmol) in anhydrous dioxane(60 mE) was degassed and heated at about 80 C. overnight.After being cooled to RT, the mixture was poured into ethyl acetate (200 mE), and washed with brine (150 mE). The organic solution was dried over Na2SO4, loaded on silica gel and purified by flash column (hexanes to hexanes/ethyl acetate 30:1) to collect the major fraction. After removal ofsolvent, the solid was washed with methanol, filtered and dried in air to give a white solid CompoundS (5.50 g, in 90% yield).
90%	With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80℃;Inert atmosphere;	A mixture of Compound 5 (5.5 g, 12.2 mmol), bis(pinacolate)diborane (3.10 g, 12.2 mmol), Pd(dppf)C12(0.446 mg, 0.6 mmol) and KOAc (5.5 g, 56 mmol) inanhydrous dioxane (60 ml) was degassed and heated atabout 80 C. overnight. After being cooled to RT, themixture was poured into ethyl acetate (200 ml) and washedwith brine (150 ml). The organic solution was dried overNa2SO4, loaded on silica gel and purified by flash colunm(hexanes to hexanes/ethyl acetate 30:1) to collect the majorfraction. After removal of solvent, the solid was washed withmethanol, filtered and dried in air to give a white solid (5.50g, in 90% yield).

References: [1]Patent: US2011/140093,2011,A1 .
[2]Patent: US2011/251401,2011,A1 .Location in patent: Page/Page column 21-22.
[3]Patent: WO2012/88294,2012,A1 .Location in patent: Page/Page column 16.
[4]Patent: US2015/87685,2015,A1 .Location in patent: Paragraph 0112; 0115; 0116.
[5]Patent: US9172051,2015,B2 .Location in patent: Page/Page column 48; 53; 54.
[6]Patent: US9577198,2017,B1 .Location in patent: Page/Page column 63; 64; 65; 66.

23
[ 352359-42-3 ]
[ 912637-92-4 ]

References: [1]Patent: US2011/140093,2011,A1 .
[2]Patent: US2011/251401,2011,A1 .
[3]Patent: US2015/87685,2015,A1 .

24
[ 352359-42-3 ]
[ 1339153-88-6 ]

References: [1]Patent: US2011/251401,2011,A1 .
[2]Patent: US2015/87685,2015,A1 .

25
[ 352359-42-3 ]
[ 1311407-98-3 ]

References: [1]Patent: WO2012/88294,2012,A1 .

26
[ 352359-42-3 ]
[ 1146340-38-6 ]
[ 1311407-97-2 ]

Yield	Reaction Conditions	Operation in experiment
70%	With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 100℃;	Example 1.1.5[0046] Host-1: A mixture of Compound 3 (0.80 g, 2mmol), Compound 4 (0.90, 2mmol), tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) (0.115g, 0.1 mmol) and potassium carbonate (0.69g, 5 mmol) in dioxane/water (25 ml/5 ml) was degassed and heated at 100 C overnight. After cooling down to RT, the mixture was worked up with water and ethyl acetate (150 ml x 3). The organic phase is collected and dried over Na2S04, loaded on silica gel, purified by flash column (hexanes/ethyl acetate 8:1 to 6:1) to give an off white solid (Host-1) (0.90 g, in 70% yield). LCMS data: calcd for C47H34N3 (M+H) = 640.3; found: m/e=640.

References: [1]Patent: WO2012/88294,2012,A1 .Location in patent: Page/Page column 15-16.

27
[ 352359-42-3 ]
N-phenyl-N-(4’-(6’-(1-phenyl-1H-benzo[d]imidazol-2-yl)-[2,3’-bipyridin]-5-yl)-[1,1’-biphenyl]-4-yl)naphthalen-2-amine [ No CAS ]

References: [1]Patent: US9172051,2015,B2 .

28
[ 352359-42-3 ]
N-phenyl-N-(4’-(6-(1-phenyl-1H-benzo[d]imidazol-2-yl)pyridin-3-yl)-[1,1’-biphenyl]-4-yl)naphthalen-1-amine [ No CAS ]

References: [1]Patent: US9172051,2015,B2 .

29
[ 352359-42-3 ]
C₂₈H₁₄⁽²⁾H₇N [ No CAS ]
C₅₆H₃₃⁽²⁾H₇N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	To a round bottom flask Sub 1(1) (9.0g, 20mmol), Sub 2(28) (7.6g, 20mmol), Pd2(dba)3 (0.9g, 1mmol), PPh3 (0.5g, 2mmol), NaOt-Bu (5.8g, 60mmol), were added to toluene (210mL), respectively, and refluxed under stirring for 24 hours at 100C. The organic layer was dried and the ether was extracted with water over MgSO4 and concentrated and to the resulting organic silicagel column and recrystallized to form a 2-4 11.8g (yield: 79%).

References: [1]Patent: KR2015/117399,2015,A .Location in patent: Paragraph 0183; 0184; 0185.

30
[ 108-86-1 ]
[ 352359-42-3 ]

References: [1]Patent: KR2015/117399,2015,A .

31
[ 134-32-7 ]
[ 352359-42-3 ]

References: [1]Patent: KR2015/117399,2015,A .

32
[ 352359-42-3 ]
[ 1267248-54-3 ]
C₆₇H₄₉N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 110℃; for 3h;Inert atmosphere;	The compound 10.0 g (18.99 mmol), synthesized under thenitrogen air current in the preparation example 19 N -(4'-bromo-(1,1'-biphenyl)-4-yl) -N-phenylnaphthalen-1-amine of 8.55 g (18.99mmol), the Pd 2 (dba) 3 of 0.52 g (0.57 mmol), P (t-bu) 3 of0.38 g (1.90 mmol), and the NaO (t-bu) and toluene (200 ml) of 4.56 g(47.47 mmol) were mixed and it was stirred in 110 for 3hours. It extracted in the dichloromethane after the reactiontermination and the MgSO 4 was put and it filtered. Theintended compound 11.06 g (yield: 62 %) was obtained using the columnchromatography after the solvent of the filtered organic layer was removed

References: [1]Patent: KR2016/12500,2016,A .Location in patent: Paragraph 0413-0415.

33
[ 352359-42-3 ]
N-(4-(9H-carbazol-9-yl)phenyl)-9,9-diphenyl-9H-fluoren-2-amine [ No CAS ]
C₇₁H₄₉N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 110℃; for 3h;Inert atmosphere;	The compound 10.0 g (17.40 mmol), synthesized under thenitrogen air current in the preparation example 28 N -(4'-bromo-(1,1'-biphenyl)-4-yl) -N-phenylnaphthalen-1-amine of 7.84 g (17.40mmol), the Pd 2 (dba) 3 of 0.48 g (0.52 mmol), P (t-bu) 3 of0.35 g (1.74 mmol), and the NaO (t-bu) and toluene (200 ml) of 4.18 g(43.50 mmol) were mixed and it was stirred in 110 for 3hours. It extracted in the dichloromethane after the reactiontermination and the MgSO 4 was put and it filtered. Theintended compound 11.50 g (yield: 70 %) was obtained using the columnchromatography after the solvent of the filtered organic layer was removed

References: [1]Patent: KR2016/12500,2016,A .Location in patent: Paragraph 0449-0451.

34
[ 352359-42-3 ]
N-(4-(9H-carbazol-9-yl)phenyl)-9,9'-spirobi[fluoren]-2-amine [ No CAS ]
C₇₁H₄₇N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 110℃; for 3h;Inert atmosphere;	The compound 10.0 g (17.46 mmol), synthesized under thenitrogen air current in the preparation example 29 N -(4'-bromo-(1,1'-biphenyl)-4-yl) -N-phenylnaphthalen-1-amine of 7.86 g (17.46mmol), the Pd 2 (dba) 3 of 0.48 g (0.52 mmol), P (t-bu) 3 of0.35 g (1.75 mmol), and the NaO (t-bu) and toluene (200 ml) of 4.20 g(43.65 mmol) were mixed and it was stirred in 110 for 3hours. It extracted in the dichloromethane after the reactiontermination and the MgSO 4 was put and it filtered. Theintended compound 13.33 g (yield: 81 %) was obtained using the columnchromatography after the solvent of the filtered organic layer was removed

References: [1]Patent: KR2016/12500,2016,A .Location in patent: Paragraph 0481-0483.

35
[ 352359-42-3 ]
N-(4-(9H-carbazol-9-yl)phenyl)-9,9-dimethyl-9H-fluoren-2-amine [ No CAS ]
C₆₁H₄₅N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 110℃; for 3h;Inert atmosphere;	The compound 10.0 g (22.19 mmol), synthesized under the nitrogen air current in the preparation example 12 N - (4'-bromo-(1,1'-biphenyl)-4-yl) -N-phenylnaphthalen-1-amine of 10.00 g (22.19 mmol), the Pd 2 (dba) 3 of 0.61 g (0.67 mmol), P (t-bu) 3 of 0.45 g (2.22 mmol), and the NaO (t-bu) and toluene (200 ml) of 5.33 g (55.49 mmol) were mixed and it was stirred in 110 for 3hours. It extracted in the dichloromethane after the reaction termination and the MgSO 4 was put and it filtered. The intended compound 14.74 g (yield: 76 %) was obtained using the column chromatography after the solvent of the filtered organic layer was removed

References: [1]Patent: KR2016/12500,2016,A .Location in patent: Paragraph 0357-0359.

36
[ 352359-42-3 ]
[ 90-30-2 ]
4,4'-bis[N-(1-naphthyl)-N-phenylamino] biphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	<strong>[352359-42-3]N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine</strong> (10.8g, 24mmol) was dissolved in toluene, N-phenylnaphthalen-1-amine (4.4 g, 20mmol), Pd2(dba)3 (0.05 equiv), PPh3 (0.1 equiv.), were added to each of NaOt-Bu (3 eq.), stirred and refluxed for 24 hours at 100 C. After the reaction was terminated and the resulting organic material was extracted and the organic layer was dried over MgSO4 and concentrated in ether and water silicagel column and the final compound was recrystallized 11.4g (yield: 81%) was obtained.
81%	With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	<strong>[352359-42-3]N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine</strong> (10.8g, 24mmol) was dissolved in toluene, N-phenylnaphthalen-1-amine (4.4g,20mmol), Pd2 (dba) 3 (0.05 eq.), PPh3 (0.1 eq.) and NaOt-Bu (3 eq.) were added, stirred at 100 degree C and refluxed for 24 hours. After completion of the reaction, the organic layer was extracted with water and ether, and the resulting compound was purified by silica gel column, then concentrated, dried over MgSO4 and recrystallized to give the final compound 11.4g (yield: 81%).
81%	With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	N-(4′-bromo-[1,1′-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine (10.8 g, 24 mmol) was dissolved in toluene and, N-phenylnaphthalen-1-amine (4.4 g, 20 mmol), Pd2(dba)3 (0.05 eq.), PPh3 (0.1 eq.), NaOt-Bu (3 eq.) were added and refluxed with stirring at 100 C. for 24 hours. When the reaction was completed, the reaction mixture was extracted with ether and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was separated by silicagel column chromatography and recrystallized to obtain 11.4 g (yield: 81%) of the product.

References: [1]Patent: KR2015/31892,2015,A .Location in patent: Paragraph 0293-0295.
[2]Patent: KR101614738,2016,B1 .Location in patent: Paragraph 0405-0407.
[3]Patent: US2019/241548,2019,A1 .Location in patent: Paragraph 0125; 0167-0168.

37
[ 90-30-2 ]
[ 105946-82-5 ]
[ 352359-42-3 ]

Yield	Reaction Conditions	Operation in experiment
66%	With copper; potassium carbonate; sodium sulfate; In nitrobenzene;	The starting material, N-phenylnaphthalen-1-amine (65.8g, 300mmol) in 4-bromo-4'-iodo-1,1'-biphenyl (129.2g, 360mmol), Na2SO4 (42.6g, 300mmol), K2CO3 (41.4 g, 300mmol), Cu (5.72g, 90mmol), to the use of the nitrobenzene product synthesis example 89.2g (yield 66% was obtained).
66%	With copper; potassium carbonate; sodium sulfate; In nitrobenzene; at 200℃;	Starting material, N-phenylnaphthalen-1-amine (65.8 g, 300 mmol), 4-bromo-4'-iodo-1,1'-biphenyl (129.2 g, 360mmol), Na2SO4 (42.6 g, 300 mmol), K2CO3 (41.4 g, 300 mmol), Cu (5.72 g, 90 mmol), nitrobenzene was obtained using the synthesis method of Sub 1-1 of Example 2 above to obtain 89.2 g of product (yield: 66%).

References: [1]Patent: KR2015/31892,2015,A .Location in patent: Paragraph 0188-0190.
[2]Patent: KR102098061,2020,B1 .Location in patent: Paragraph 0321; 0327-0330.

38
[ 352359-42-3 ]
N-([1,1'-biphenyl]-4-yl)-13,13-dimethyl-13H-indeno[1,2-l]phenanthren-10-amine [ No CAS ]
C₆₃H₄₆N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; In toluene; at 100℃;	To a round bottom flask, <strong>[352359-42-3]N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine</strong> (10.8g, 24mmol), N-([1,1'-biphenyl ]-4-yl)-13,13-dimethyl-13H-indeno[1,2-l]phenanthren-10-amine (9.2g, 20mmol), Pd2(dba)3 (0.03 ~ 0.05mmol), P (t -Bu)3 proceeds for (0.1 equivalent), NaOt-Bu (3 equivalents), the reaction at 100 C after loading the toluene (10.5mL / 1mmol). When the reaction is complete, water and ether and the organic layer was extracted and dried over MgSO4 silicagel column and re-crystallization and the resulting organic product was then concentrated to 10.5g (yield: 63%) was obtained.

References: [1]Patent: KR2015/31892,2015,A .Location in patent: Paragraph 0395-0397.

Yield	Reaction Conditions	Operation in experiment
66%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In dichloromethane; toluene; at 70℃;	General procedure: Round bottom flask in 2-1 Sub (20 g, 118.2 mmol) and toluene (740ml) to dissolve later, 2-bromo-6-iodonaphthalene (59.03 g, 177.3 mmol), Pd2 (dba) 3 (3.25 g, 3.5 mmol ), 50% P (t-Bu) 3 (4.6 ml, 9.5 mmol), NaOt-Bu (34.08 g, 354.6 mmol) and the mixture was stirred at 70 C. When the reaction was complete, CH2Cl2 and extracted with water and the organic layer was dried over MgSO4 and concentrated and the resulting product was compound silicagel column and recrystallization 30.08 g (yield: 68%) was obtained.
66%	With copper; potassium carbonate; sodium sulfate; In nitrobenzene;	General procedure: The starting material 9H-carbazole (50.16 g, 300 mmol), 4-bromo-4'-iodo-1,1'-biphenyl (129.2 g, 360mmol), Na2SO4 (42.6 g, 300 mmol), K2CO3 (41.4 g, 300 mmol) and Cu (5.72 g, 90 mmol) dissolved in nitrobenzene to obtain product 80.05 g (yield: 67%) .
	With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h;	General procedure: Sub 5-3 (1 equiv) and Sub 5-4 (1.1 equiv) were added to toluene, followed by the addition of Pd2 (dba) 3 (0.05 equiv), PPh3 (0.1 equiv) and NaOt-Bu (3 equiv) It stirred at reflux for 24 hours at 100 degreeC. After extraction with ether and water, the organic layer was dried over MgSO 4, concentrated, and the resulting organic material was silicagel column and recrystallized to obtain Sub 5.

40
[ 352359-42-3 ]
[ 122-39-4 ]
N,N,N'-triphenyl-4-amino-N'-(1-naphthyl)-amino-1,1'-biphenyl [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 100℃;	Round bottom flask in 2-1 Sub (5 g, 29.5 mmol) to toluene (310ml) to dissolve later, Sub 3-10 (14.64 g, 32.5 mmol), Pd2 (dba) 3 (1.35 g, 1.5 mmol), 50 % P (t-Bu) was added to 3 (1.4 ml, 3 mmol), NaOt-Bu (9.37 g, 97.5 mmol) and the resulting mixture was stirred at 100 C. After completion of reaction, the organic layer was dried and extracted with water and CH2Cl2 over MgSO4, silicagel column and re-crystallization and the resulting compound and then concentrated to give 12.89 g product (yield: 81%) was obtained.
	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; at 100℃;	General procedure: After dissolving Sub 4 (1 eq) in a round bottom flask with toluene, Sub 5 (1.2 eq), Pd2 (dba) 3 (0.03 eq), P (t-Bu) 3 (0.08 eq), NaOt-Bu (3 Equivalent) was added and stirred at 100 C. When the reaction is complete, extracted with CH2Cl2 and waterAfter drying and concentrating the organic layer with MgSO4, the resulting compound was silicagel column and recrystallized to obtain final products. FD-MS data of products (H5-1 to H5-64) are shown in Table 5 below.

References: [1]Patent: KR2016/59609,2016,A .Location in patent: Paragraph 0381-0384.
[2]Patent: KR102098061,2020,B1 .Location in patent: Paragraph 0335-0337.

41
[ 352359-42-3 ]
C₃₀H₁₈N₂O [ No CAS ]
C₅₈H₃₇N₃O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri tert-butylphosphoniumtetrafluoroborate; In toluene; for 36h;Reflux; Inert atmosphere;	In a three-neck ask, 2.11 g (5 mmol) of compound (1-4), 2.20 g (5.5 mmol) of 4-bromo-4'-[N-phenyl-N-(1-naphthyl)amino]biphenyl, 90 mg (0.1 mmol) of Pd2(dba)3, 0.12 g (0.4 mmol) of tri-t-butylphosphonium tetrafluoroborate, 0.67 g (7 mmol) of sodium t-butoxide and 30 mL of dehydrated toluene were placed. The resultant was refluxed for 36 hours in an argon atmosphere. After completion of the reaction, insoluble matters were separated by filtration. The filtrate was transferred to a dripping funnel and extracted several times with toluene. The obtained organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated. The resultant was purifiedby silica gel chromatography (hexane:toluene~2:1), whereby white solids were obtained. The yield was 2.45 g and the percentage yield was 62%.

References: [1]Patent: KR2015/132095,2015,A .Location in patent: Paragraph 0235-0239.

Historical Records

Technical Information

• Benzylic Oxidation • Birch Reduction • Blanc Chloromethylation • Friedel-Crafts Reaction • Hydrogenolysis of Benzyl Ether • Preparation of Alkylbenzene • Reactions of Benzene and Substituted Benzenes • Vilsmeier-Haack Reaction

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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

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CAS No.: 352359-42-3

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CAS No.: 352359-42-3

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[ 352359-42-3 ] Synthesis Path-Downstream 1~41

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