[ CAS No. 6642-29-1 ] {[proInfo.proName]}

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Quality Control of [ 6642-29-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 6642-29-1 ]

SDS Specification

Alternatived Products of [ 6642-29-1 ]

Product Details of [ 6642-29-1 ]

CAS No. :	6642-29-1	MDL No. :	MFCD00013446
Formula :	C₁₂H₅NO₅	Boiling Point :	No data available
Linear Structure Formula :	O(C(O))₂(C₁₀H₅NO₂)	InChI Key :	LKOZHLXUWUBRDK-UHFFFAOYSA-N
M.W :	243.17	Pubchem ID :	81150
Synonyms :

Safety of [ 6642-29-1 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 6642-29-1 ]

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

Upstream synthesis route of [ 6642-29-1 ]
Downstream synthetic route of [ 6642-29-1 ]

[ 6642-29-1 ] Synthesis Path-Upstream 1~1

1
[ 6642-29-1 ]
[ 32018-88-5 ]

Reference： [1] Yuki Gosei Kagaku Kyokaishi, 1956, vol. 14, p. 398,400[2] Chem.Abstr., 1957, p. 8051

[ 6642-29-1 ] Synthesis Path-Downstream 1~2

1
[ 6642-29-1 ]
[ 6492-86-0 ]

Yield	Reaction Conditions	Operation in experiment
98%	With palladium on activated charcoal; hydrogen; In acetonitrile; at 20℃; under 760.051 Torr;	4-nitro-1,8-naphthalic anhydride (1.26 g, 5.20 mmol) was transferredto a three-necked round bottom flask and dissolved in 165 mL ofacetonitrile until the solid completely dissolved to a brown-red solution.Palladium on activated carbon (0.18 g) was added to a three-neckround bottom flask, which was sealed and evacuated. The solutionstirred under H2 for 72 h at room temperature and under atmosphericpressure. The reaction solution was then filtered, resulting in the crudeproduct, which was a dark yellow solid, as well as the catalyst. Thecrude product was refluxed in 250 mL of acetone and filtered hot. Thisprocess was repeated and the aliquots of acetone combined until all ofthe crude product was dissolved in acetone and the palladium catalysthad been removed via filtration. The acetone solution was then filteredthrough Celite and removed via rotary evaporation to yield the purifiedproduct. (yellow solid, 1.11 g, 98%)1H NMR (400 MHz, d6-DMSO) 6.88 (d, J=8 Hz, 1H), 7.69 (t,J=7 Hz, 1H), 7.79 (s, 2H), 8.19 (d, J=8 Hz, 1H), 8.44 (dd, J=1,7 Hz, 1H), 8.70 (dd, J=1,8 Hz, 1H).
85%	With hydrogenchloride; tin(ll) chloride; In ethanol; water; at 70℃; for 2h;	10 g of compound 3 was placed in 50 mL of absolute ethanol,40 g of stannous chloride, 50 mL of concentrated hydrochloric acid solution having a mass fraction of 37%70 reflux 2h, TLC monitoring of raw materials disappeared, cooled to room temperature, pumping, with ice ethanol and anhydrousEther 80mL each washing filter cake, the filter cake into a vacuum dryer to dry, that reddish brown compound 4, the yield of 85%
65%	With hydrogenchloride; tin(ll) chloride; In water; for 5h;Reflux;	4-Nitraphthalic anhydride (980 mg, 4 mmol), 10 mL of absolute ethanol, stannous chloride (5.4 g, 24 mmol) and 6 mL of concentrated hydrochloric acid were added to a 25 mL flask, and the mixture was heated under reflux with magnetic stirring for 5 h. After the end of the reaction, the heating was stopped, and the mixture was naturally cooled to room temperature, suction filtered, washed with 5% diluted hydrochloric acid, washed with water and dried in the infrared.Obtained 560mg of yellow solid.The yield was 65%

62%	With hydrogenchloride; tin(II) chloride dihdyrate; In ethanol; for 3h;Reflux;	To a mixture of Tin dichloride dehydrate (30 g, 0.13 mol) and con. hydrochloric acid (30 g) was added dropwise a suspension of 2a (6.3 g, 0.026 mol) in ethanol (200 ml) with stirring while maintaining gentle reflux. The reaction mixture was allowed to reflux for another 3 hrs. The mixture was concentrated to 50 ml and poured into 500 ml of distilled water slowly. The resulting precipitate was collected by filtration and washed with 1 % aqueous NaOH (30 ml × 2) and distilled water (30 ml × 2). The filter cake was dried in vacuum and recrystallized in nitrobenzene to afford the compound 2b (3.4 g, 62 %, Mp>300 oC).
50%	With hydrogenchloride; tin(II) chloride hydrate; In ethanol; for 12h;Reflux;	To a stirred solution of 4-nitro-1,8-napthalic anhydride(16.4 mmol, 4.0 g) in ethanol (30 mL) was added the solution of SnCl2.H2O (49.2 mmol, 10 g) in concentrated HCl (10 mL)at room temperature. The reaction mixture was refluxed for12 h. After ensuring complete reduction, the reaction mixture was cooled down to room temperature and aqueous solutionof Na2CO3 (10 %) was added to quench the reaction. The precipitate was collected by filtration, washed with water and dried in vacuo to afford the reddish orange crude product 4-amino-1,8-naphthalic anhydride, which was directly used for further synthesis. Yield 50 % (2 g), M.p.: 358 C; Rf0.6(DCM:MeOH; 9.5:0.5); UV (MeOH): 430 nm.

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 8016 - 8028
[2]Biophysical Chemistry,2018,vol. 239,p. 29 - 37
[3]Canadian Journal of Chemistry,2004,vol. 82,p. 551 - 566
[4]Journal of Medicinal Chemistry,2014,vol. 57,p. 131 - 143
[5]Patent: CN106083850,2016,A .Location in patent: Paragraph 0038
[6]Patent: CN104945322,2019,B .Location in patent: Paragraph 0088; 0089; 0090
[7]Tetrahedron Letters,2012,vol. 53,p. 6414 - 6417
[8]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,2002,vol. 41,p. 1238 - 1245
[9]Journal of Fluorescence,2016,vol. 26,p. 1431 - 1438
[10]Yuki Gosei Kagaku Kyokaishi,1956,vol. 14,p. 398,400
Chem.Abstr.,1957,p. 8051
[11]Journal of the Chemical Society. Perkin transactions II,1990,p. 837 - 842
[12]Journal of Physical Chemistry A,1997,vol. 101,p. 3461 - 3466
[13]Journal of Chemical Research, Miniprint,2000,p. 632 - 652
[14]Journal of Heterocyclic Chemistry,2008,vol. 45,p. 397 - 404
[15]Process Biochemistry,2012,vol. 47,p. 720 - 724
[16]Journal of the American Chemical Society,2014,vol. 136,p. 226 - 233
[17]Journal of Medicinal Chemistry,2014,vol. 57,p. 5203 - 5211
[18]Chemical Communications,2018,vol. 54,p. 6157 - 6160

2
[ 6642-29-1 ]
6-hydroxyamino-benzo[<i>de</i>]isochromene-1,3-dione [ No CAS ]
[ 6492-86-0 ]

Reference： [1]Chemical Communications,2004,p. 2338 - 2339
[2]Chemical Communications,2005,p. 1901 - 1903

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Technical Information

? Alkyl Halide Occurrence ? General Reactivity ? Grignard Reaction ? Hiyama Cross-Coupling Reaction ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Stille Coupling ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling

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Prevention
Code	Phrase
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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
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P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P285	In case of inadequate ventilation wear respiratory protection.
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P320
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P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
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P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
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P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
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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:
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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.
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P401
P402	Store in a dry place.
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P411
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P413
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P422
P402 + P404	Store in a dry place. Store in a closed container.
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H200	Unstable explosive
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H202	Explosive; severe projection hazard
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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. 6642-29-1 ] {[proInfo.proName]}

Quality Control of [ 6642-29-1 ]

Related Doc. of [ 6642-29-1 ]

Product Details of [ 6642-29-1 ]

Safety of [ 6642-29-1 ]

Application In Synthesis of [ 6642-29-1 ]

[ 6642-29-1 ] Synthesis Path-Upstream 1~1

[ 6642-29-1 ] Synthesis Path-Downstream 1~2

Technical Information

Precautionary Statements-General

Prevention

Response

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