[ CAS No. 17295-26-0 ] {[proInfo.proName]}

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Quality Control of [ 17295-26-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 17295-26-0 ]

Product Details of [ 17295-26-0 ]

CAS No. :	17295-26-0	MDL No. :	MFCD00059556
Formula :	C₁₃H₁₀O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	230.22	Pubchem ID :	-
Synonyms :

Safety of [ 17295-26-0 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313	UN#:
Hazard Statements:	H315-H319	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 17295-26-0 ]

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

Downstream synthetic route of [ 17295-26-0 ]

[ 17295-26-0 ] Synthesis Path-Downstream 1~8

1
[ 1171-47-7 ]
[ 2623-33-8 ]
[ 17295-26-0 ]
Polymer; Monomer(s): 2,6-Acetoxynaphthoic acid, Acetoxyacetanilide, 4,4'-(hexafluoroisopropylidene) bis(benzoic acid), ratio 80/10/10 [ No CAS ]

Reference： [1]Journal of Physical Chemistry B,2001,vol. 105,p. 4145 - 4150

2
[ 1171-47-7 ]
[ 2623-33-8 ]
[ 17295-26-0 ]
Polymer; Monomer(s): 2,6-Acetoxynaphthoic acid, Acetoxyacetanilide, 4,4'-(hexafluoroisopropylidene) bis(benzoic acid), ratio 90/5/5 [ No CAS ]

Reference： [1]Journal of Physical Chemistry B,2001,vol. 105,p. 4145 - 4150

3
[ 1171-47-7 ]
[ 2623-33-8 ]
[ 17295-26-0 ]
Polymer; Monomer(s): 2,6-Acetoxynaphthoic acid, Acetoxyacetanilide, 4,4'-(hexafluoroisopropylidene) bis(benzoic acid), ratio 60/20/20 [ No CAS ]

Reference： [1]Journal of Physical Chemistry B,2001,vol. 105,p. 4145 - 4150

4
[ 1171-47-7 ]
[ 2623-33-8 ]
[ 17295-26-0 ]
Polymer; Monomer(s): 2,6-Acetoxynaphthoic acid, Acetoxyacetanilide, 4,4'-(hexafluoroisopropylidene) bis(benzoic acid), ratio 40/30/30 [ No CAS ]

Reference： [1]Journal of Physical Chemistry B,2001,vol. 105,p. 4145 - 4150

5
[ 16712-64-4 ]
[ 17295-26-0 ]

Yield	Reaction Conditions	Operation in experiment
99%	With sulfuric acid; acetic anhydride; In water;	(1) Synthesis of 6-acetoxy-2-naphthoic acid 25 Grams (133 mmol) of 6-hydroxy-2-naphthoic acid and 68 g (265 mmol) of acetic anhydride were placed in a reactor, and while the mixture was stirred, 0.05 g of concentrated sulfuric acid was added. The mixture was stirred until heat generation ceased, and the mixture was further heated and stirred at 80 C. for 1 hour and then gradually cooled to room temperature. While the reaction mixture was cooled in an ice bath, 500 g of water was gradually added, and the mixture was stirred at room temperature for 3 hours to quench unreacted acetic anhydride. A precipitated white solid was recovered by filtration, washed with water to remove acetic acid, and dried with a vacuum dryer, to give 30.3 g of an end compound (yield 99%)
74.4%	With potassium hydroxide; acetic anhydride; In water;	Step i) STR229 In a 100 ml-reaction vessel, 16.7 g (2.5310-1 M) of potassium hydroxide and 85 ml of water were placed, followed by cooling to 0 C. To the mixture, 20.0 g (1.0610-1 M) of 6-hydroxy-2-naphthoic acid was added and dissolved therein. To the solution, 10.9 g (1.07*10-1 M) of acetic anhydride was added dropwise in 40 minutes at 0 C. followed by stirring for 2 hours. After stirring, the reaction mixture was acidified with 6N-hydrochloric acid to precipitate a crystal. The crystal was recovered by filtration, followed by washing with water and drying to obtain 18.3 g of 6-acetoxy-2-naphthoic acid (Yield: 74.4%).
60.5%	With sulfuric acid; acetic anhydride; In water;	STR31 In a 30 ml-round-bottomed flask, 2.00 g (10.6 mM) of 6-hydroxy-2-naphthoic acid, 4.0 ml of acetic anhydride and two drops of concentrated sulfuric acid were placed, followed by heat-stirring for 1 hour at about 90 C. The reaction mixture was cooled to room temperature and poured into 100 ml of iced water to precipitate a crystal. The crystal was recovered by filtration, followed by washing with water and recrystallization from ethanol to obtain 1.48 g of 6-acetoxy-2-naphthoic acid (Yield: 60.5%).

	With acetic anhydride; In sodium hydroxide;	EXAMPLE 1 20.4 parts (0.2 mole) of acetic anhydride are stirred at a temperature between 20 and 25 C. into a solution of 37.6 parts (0.2 mole) of 6-hydroxy-2-naphthoic acid in 750 parts of 2.2% strength aqueous sodium hydroxide solution (this starting solution has a pH of about 12.5). The reaction batch is afterwards stirred for a further hour and is then brought to a pH of 4.5-5 with dilute aqueous sulfuric acid. The precipitated product is filtered off with suction, is washed with water and is dried. Yield of 6-acetoxy-2-naphthoic acid: 45.2 parts of about 99% purity, which corresponds to 98% of theory.
	With acetic anhydride; In sodium hydroxide;	EXAMPLE 2 61.2 parts (0.6 mole) of acetic anhydride are stirred at a temperature between 20 and 25 C. into a solution of 37.6 parts of 6-hydroxy-2-naphthoic acid in 750 parts of 2.2% strength aqueous sodium hydroxide solution. The reaction batch is afterwards stirred for a further hour and the product which has precipitated at pH 4.5-5.5 is filtered off with suction, is washed with water and is dried. Yield of 6-acetoxy-2-naphthoic acid: 44.4 parts of about 99.5% purity, which corresponds to 96.5% of theory.
	With pyridine; hydrogenchloride; acetic anhydride; In water;	EXAMPLE 19 Synthesis of 6-acetoxy-2-naphthoic acid Into a 0.25 L, 3-necked roundbottom flask, fitted with a magnetic stirbar and addition funnel were added 6-hydroxy-2-naphthoic acid (20.0 g, 106 mmol) and pyridine (100 mL, 1.24 mol). The reaction mixture was cooled to 0 C. in an ice water bath. Acetic anhydride (10.9 g, 106 mmol) was added dropwise over 15 minutes. The reaction mixture was allowed to warm to room temperature and stirred for 18 hours. The reaction mixture was poured into 1.1 L of a 10:1 mixture of water and concentrated hydrochloric acid. The white precipitate was isolated by vacuum filtration and washed with an additional 1 L of water. The white solid was allowed to air dry over 48 hours. 22.5 g (92%) were obtained as a white powder. 1H NMR (500 MHz, DMSO-d6): delta 13.10 (s, br, 1H), 8.65 (s, 1H), 8.17 (d, 1H, J=10), 8.05 (dd, 2H, J=10, 20), 7.75 (s, 1H), 7.40 (m, 1H), 2.38 (s, 3H). 13C NMR (125 MHz, DMSO-d6): delta 169.5, 167.5, 150.0, 135.5, 131.0, 130.5, 130.2, 127.9, 127.8, 126.0, 122.6, 118.6, 21.0.

Reference： [1]Patent: US2003/54119,2003,A1
[2]Patent: US5595685,1997,A
[3]Patent: US5091109,1992,A
[4]Patent: US4618701,1986,A
[5]Patent: US4618701,1986,A
[6]Patent: US2011/3250,2011,A1

6
[ 13142-61-5 ]
[ 17295-26-0 ]
C₂₀H₁₅N₃O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
17.8%	Stage #1: 6-acetoxy-2-naphthoic acid With thionyl chloride In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 50℃; for 2h; Stage #2: (3-nitro-phenyl)-urea In tetrahydrofuran for 24h; Heating / reflux;	1 2-acetoxynaphthalene-6-carboxylic acid 9.21g was dispersed in tetrahydrofuran 73.7g, N,N-dimethylformamide was added thereto and then, thionylchloride 7.2g was added thereto. The mixture was reacted for 2 hours at 50°C. After that, unreacted thionylchloride was removed together with the solvent by evaporation. 3-nitrophenyl urea 8.7g dispersed in tetrahydrofuran 73.7g was added to the remainder and the mixture was reacted under reflux for more 24 hours. After that, the reaction mixture was cooled to room temperature, the precipitates were collected by filtration. The product was washed with methanol repeatedly to give 2.8g of the desired compound. The yield calculated from the starting amount of 2-acetoxynaphthalene-6-carboxylic acid was 17.8%.

Reference： [1]Current Patent Assignee: CO., LTD. UENO SCIENCE - EP1564206, 2005, A1 Location in patent: Page/Page column 7

7
[ 106-20-7 ]
[ 17295-26-0 ]
6-hydroxy-2-naphthoic acid-N-bis(2-ethylhexyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	Stage #1: 6-acetoxy-2-naphthoic acid With thionyl chloride; N,N-dimethyl-formamide In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; Stage #2: 2-ethyl-N-(2-ethylhexyl)-1-hexanamine With triethylamine In tetrahydrofuran at 20 - 60℃; for 2.66667h; Inert atmosphere; Stage #3: With sodium hydroxide In water at 50℃; for 6h; Inert atmosphere;	3 Example 3 In a 3.0 L 4-neck flask equipped with a stirrer, temperature sensor and reflux tube,200 g (0.87 mol) of 6-acetoxy-2-naphthoic acid, 113 g of thionyl chloride(0.95 mol), 0.8 g of DMF and 800 g of THF were added, and the mixture was heated to 50 ° C. under a nitrogen stream and stirred for 2 hours. After completion of the stirring, the reaction solution was cooled to room temperature and THF was distilled off by reducing the pressure to 60 mmHg.Thereto, 800 g of THF was added again, and 87.9 g (0.86 mol) of triethylamine was dropped while stirring at room temperature under a nitrogen stream. continue,Diethylhexylamine 209 gWas added dropwise over 100 minutes. It heated up to 60 degreeC and stirred at the same temperature for 1 hour. Then 60The hot filtration was performed with the temperature kept unchanged.The obtained filtrate is transferred to a 3.0 L four-necked flask, and 108 g of 48% aqueous NaOH solution andAfter 800 g of water was added, the temperature was raised to 50 ° C. under a nitrogen stream and the mixture was stirred for 6 hours. After stirring is complete,Cool to room temperature and add 70% sulfuric acid until the pH of the solution is 7. Then rise to 50 ° CWarm, wash and extract the organic layer.The obtained organic layer is transferred to a 3.0 L four-necked flask, and the remaining diethylhexylamine is distilled off under reduced pressure at 110 ° C. and 3 Torr.As a viscous liquid281 g of 6-hydroxy-2-naphthoic acid-N-diethylhexylamide was obtained (yield 78 mol%, purity 94.1)%).

Reference： [1]Current Patent Assignee: UENO FINE CHEMICALS INDUSTRY,LTD. - JP2019/26587, 2019, A Location in patent: Paragraph 0045-0049

8
[ 17295-26-0 ]
[ 124-30-1 ]
6-hydroxy-2-naphthoic acid-N-n-octadecylamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	Stage #1: 6-acetoxy-2-naphthoic acid With thionyl chloride; N,N-dimethyl-formamide In tetrahydrofuran at 50℃; for 2h; Inert atmosphere; Stage #2: 1-aminooctadecane With triethylamine In tetrahydrofuran at 20 - 60℃; for 2.66667h; Inert atmosphere; Stage #3: With sodium hydroxide In water at 50℃; for 2h; Inert atmosphere;	1 Example 1 200 g (0.87 mol) of 6-acetoxy-2-naphthoic acid, 113 g (0.95 mol) of thionyl chloride, 0.8 g of DMF and 800 g of THF in a 5.0 L four-necked flask equipped with a stirrer, a temperature sensor and a reflux condenser In addition, the temperature was raised to 50 ° C. under a nitrogen stream and the mixture was stirred for 2 hours. After stirring, the reaction solution is cooled to room temperature and depressurized to 60 mmHg.The THF was distilled off.There, 2000 g of THF was added again, and while stirring at room temperature under nitrogen flow, 176 g (1.74 mol) of triethylamine was dropped.Subsequently, 246 g of octadecylamine was added over 100 minutes. It heated up to 60 degreeC and stirred at the same temperature for 1 hour.After that, hot filtration was performed at 60 ° CThe obtained filtrate was transferred to a 5.0 L four-necked flask, 108 g of a 48% aqueous NaOH solution and 2000 g of water were added, and the temperature was raised to 50 ° C. under a nitrogen stream and stirred for 2 hours. After stirring, the reaction solution was cooled to room temperature, and 70% sulfuric acid was added until the pH of the solution reached 7. Thereafter, the temperature was raised to 50 ° C., and the organic layer was extracted.The obtained organic layer was transferred to a 3.0 L four-necked flask, and crystals were precipitated by cooling to 25 ° C. with stirring.The obtained crystals are separated by filtration, washed with 600 g of methanol, and dried at 70 ° C. and 10 Torr.208 g of crystals of 6-hydroxy-2-naphthoic acid-Nn-octadecylamide were obtained(Yield 53 mol%, purity 97.4%).

Reference： [1]Current Patent Assignee: UENO FINE CHEMICALS INDUSTRY,LTD. - JP2019/26587, 2019, A Location in patent: Paragraph 0038-0042

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[ CAS No. 17295-26-0 ] {[proInfo.proName]}

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[ 17295-26-0 ] Synthesis Path-Downstream 1~8

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