2351-36-2|Naphthalene-2,6-dicarbonyl dichloride| Ambeed

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Structure of 2351-36-2

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Quality Control of [ 2351-36-2 ] Purity: 95% SDS Specification

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Product Details of [ 2351-36-2 ]

CAS No. :	2351-36-2
Formula :	C₁₂H₆Cl₂O₂
M.W :	253.08
SMILES Code :	O=C(Cl)C1=CC=C2C=C(C(Cl)=O)C=CC2=C1
MDL No. :	MFCD00228481
InChI Key :	NZZGQZMNFCTNAM-UHFFFAOYSA-N
Pubchem ID :	3485596

Safety of [ 2351-36-2 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H314-H290
Precautionary Statements:	P501-P260-P234-P264-P280-P390-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405
Class:	8
UN#:	3261
Packing Group:	Ⅲ

Application In Synthesis of [ 2351-36-2 ]

* 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 [ 2351-36-2 ]

[ 2351-36-2 ] Synthesis Path-Downstream 1~54

1
[ 1141-38-4 ]
[ 2351-36-2 ]

Yield	Reaction Conditions	Operation in experiment
89%	With N,N-dimethyl acetamide; Phthaloyl dichloride; In 1,4-dioxane; at 70℃; for 3h;	N, followed by stirring N- dimethylacetamide 4.3 g (49 mmol) and phthalic acid chloride 10.4 (51.5 mmol) at 30 C.. Reaction solution became impossible stirring immediately change to brown solidified. Overall the addition of 1,4-dioxane 50mL became homogeneous. It became a homogeneous solution and stirred 70 C.. 3 hours in suspension in addition 2,6-naphthalene dicarboxylic acid 4.3g (20 mmol). The solid was collected by filtration precipitated by cooling to room temperature, and dried after washing with 1,4-dioxane and hexane 2,6-naphthalene dicarboxylic acid chloride 4.5g was obtained. The yield was 89%.
85%	With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; water; at 75℃; for 12h;Cooling with ice; Inert atmosphere;	A solution of 10.810 g (0.050 mmol) of 2,6-naphthalene dicarboxylic acid was added to a 250 ml three-necked flask, was added 100ml of water in addition to dichloromethane and 17.846 g (0.150 mol) of thionyl chloride was slowly added dropwise under ice-cooling, 3 to 4 drops of N, N-dimethylformamide was added dropwise as a catalyst, magnetically stirring with argon gas heated to 75 C the reaction was refluxed for 12h. The solvent was evaporated under reduced pressure and excess sodium dichlorosulfoxide to give a pale yellow solid in 85% yield. The intermediate structure is as follows:
84%	With Vilsmeier reagent; In 1,4-dioxane; at 60℃; for 1h;	A mixture of naphthalene-2,6-dicarboxylic acid 0.93 g (4.3 mmol) and VR7 1.11 g (8.7 mmol) in 1,4-dioxane (5 mL) was stirred at 60 C for 1 h. The appearance in the flask changed from slurry to clear solution, and it was cooled to room temperature and filtered to give napthalene-2,6-dicarbonyl dichloride 0.91 g (84% yield) having mp 188-190 C (lit. 17 mp 189-190 C). GC-MS: m/z = 253(M+). IR (KBr): 1751 cm-1.

	With thionyl chloride;	2) Synthesis of 2,6-Naphthalenedicarboxylic acid dichloride STR39 2,6-Naphthalenedicarboxylic acid (0.5 g) was added to 10 ml of thionyl chloride, and N,N-dimethylformamide in a very small amount was added to the mixture. The resulting mixture was refluxed for 4 hours. The unaltered thionyl chloride was removed by evaporation to give the desired compound (0.48 g).
	With thionyl chloride; In toluene;	The naphthalene-2,6-dicarboxylic acid chloride used as the starting material was prepared as follows: A mixture of 1 g of naphthalene-2,6-dicarboxylic acid and 100 ml of toluene was treated with 2 ml of thionyl chloride under a nitrogen atmosphere and subsequently heated under slight reflux overnight. The reaction mixture was concentrated, then treated with 50 ml of absolute toluene and again concentrated. This procedure was repeated twice. Subsequently, the solid residue was sublimed in a bulb tube. This gave 0.8 g of naphthalene-2,6-dicarboxylic acid chloride.
	With thionyl chloride;	1) 2,6-naphthalene dicarboxylic acid chloride STR29 2,6-naphthalene dicarboxylic acid (0.5 g) was added to 15 ml of thionyl chloride, and N,N-dimethylformamide in a very small amount was added to the mixture. The resulting mixture was refluxed for 4 hours. Unaltered thionyl chloride was removed by evaporation to give 0.45 g of the desired compound.
	With thionyl chloride; for 4h;Reflux;	Example VII-IIIPreparation of Compound 204General Procedure VII-KNaphthalene-2,6-dicarboxylic acid (VII-IIIA) (2.2 g, 10.2 mmol) was dissolved in 20 mL of SOCl2 and the mixture was refluxed for 4 hrs. After completion of the reaction, the mixture was concentrated under reduced pressure. The residue was dissolved in 400 mL of acetone and was added into the solution of NaN3 (2.585 g, 39.73 mmol) in 50 mL of water at 0 C. The reaction was stirred at r.t. overnight. The precipitate formed was filtered, washed with water and dried to give compound VII-IIIB (2.48 g, yield 94%). 1H NMR (DMSO-d6, 400 MHz) δ 8.76 (s, 2H), 8.35 (d, J=8.8 Hz, 2H), 8.07 (d, J=8.4 Hz, 2H).

References: [1]Synthesis,1991,p. 441 - 442.
[2]Journal of the American Chemical Society,1996,vol. 118,p. 8782 - 8786.
[3]Inorganic Chemistry,2016,vol. 55,p. 6315 - 6322.
[4]Patent: JP5782331,2015,B2 .Location in patent: Paragraph 0059.
[5]Patent: CN104744268,2017,B .Location in patent: Paragraph 0040; 0041; 0042.
[6]Tetrahedron Letters,2012,vol. 53,p. 1116 - 1118.
[7]Angewandte Chemie - International Edition,2011,vol. 50,p. 6552 - 6556.
[8]Crystal Growth and Design,2015,vol. 15,p. 4635 - 4645.
[9]Patent: US1911714,1931,A .
[10]Journal of the American Chemical Society,1990,vol. 112,p. 7337 - 7346.
[11]Liebigs Annalen der Chemie,1984,p. 1129 - 1136.
[12]Journal of the American Chemical Society,1991,vol. 113,p. 9265 - 9269.
[13]Journal of the American Chemical Society,2003,vol. 125,p. 10885 - 10892.
[14]Patent: US5891359,1999,A .
[15]Patent: US5230828,1993,A .
[16]Patent: US5310500,1994,A .
[17]Organic and Biomolecular Chemistry,2009,vol. 7,p. 2540 - 2547.
[18]Patent: US2011/152246,2011,A1 .Location in patent: Page/Page column 259-260.
[19]European Journal of Organic Chemistry,2012,p. 975 - 987.

2
[ 5325-97-3 ]
[ 2351-36-2 ]
[ 13978-06-8 ]

References: [1]Chemische Berichte,1967,vol. 100,p. 533 - 536.

3
[ 5325-97-3 ]
[ 2351-36-2 ]
[ 13935-40-5 ]

References: [1]Chemische Berichte,1967,vol. 100,p. 533 - 536.

4
[ 1824-81-3 ]
[ 2351-36-2 ]
[ 134418-78-3 ]

References: [1]Journal of the American Chemical Society,1991,vol. 113,p. 9265 - 9269.

5
[ 6066-82-6 ]
[ 6086-02-8 ]
[ 2351-36-2 ]
C₁₉H₁₅N₅O₅ [ No CAS ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 5323 - 5328.

6
[ 6066-82-6 ]
[ 2351-36-2 ]
Toluene-4-sulfonate1-amino-3-methyl-3H-benzotriazol-1-ium; [ No CAS ]
C₂₃H₁₇N₅O₅ [ No CAS ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 5323 - 5328.

7
[ 6086-02-8 ]
[ 109-73-9 ]
[ 2351-36-2 ]
C₁₉H₂₁N₅O₂ [ No CAS ]

References: [1]Journal of Organic Chemistry,1993,vol. 58,p. 5323 - 5328.

8
[ 2351-36-2 ]
naphthalene-2,6-dicarboxamide 2-(({3-[4,4’-dimethoxytrityl]oxy}propyl)amide)-6-[(3-hydroxypropyl)amide] [ No CAS ]

References: [1]Journal of Physical Chemistry B,1999,vol. 103,p. 2570 - 2578.

9
[ 2351-36-2 ]
naphthalene-2,6-dicarboxamide 4-(({3-[4,4’-dimethoxytrityl]oxy}propyl)amide)-4'-(({3’-[(2-cyanoethyl)-N,N-)amide)phosphoramidite [ No CAS ]

References: [1]Journal of Physical Chemistry B,1999,vol. 103,p. 2570 - 2578.

10
[ 2351-36-2 ]
C₄₈H₅₈N₆ [ No CAS ]

References: [1]Tetrahedron,1997,vol. 53,p. 8105 - 8120.

11
[ 2351-36-2 ]
[ 192654-75-4 ]

References: [1]Tetrahedron,1997,vol. 53,p. 8105 - 8120.

12
[ 2351-36-2 ]
C₁₄H₁₄O₁₀P₂ [ No CAS ]

References: [1]Journal of the American Chemical Society,1996,vol. 118,p. 8782 - 8786.

13
[ 2351-36-2 ]
[ 349545-18-2 ]

References: [1]Journal of the American Chemical Society,1981,vol. 103,p. 4266 - 4268.

14
[ 2351-36-2 ]
[ 78600-14-3 ]

References: [1]Journal of the American Chemical Society,1981,vol. 103,p. 4266 - 4268.

15
[ 2351-36-2 ]
[ 78600-13-2 ]

References: [1]Journal of the American Chemical Society,1981,vol. 103,p. 4266 - 4268.

16
[ 2351-36-2 ]
[ 91452-69-6 ]