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2,6-Dichloro-4-methoxyaniline (CAS# 6480-66-6) is an organic compound characterized by its pale yellow solid appearance. It is primarily utilized in the field of organic synthesis, where it serves as a valuable intermediate for the creation of various chemical products.

6480-66-6

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6480-66-6 Usage

Uses

Used in Organic Synthesis:
2,6-Dichloro-4-methoxyaniline is used as a synthetic intermediate for the production of a wide range of chemical compounds. Its unique molecular structure, featuring two chlorine atoms at the 2nd and 6th positions and a methoxy group at the 4th position of the aniline backbone, allows it to participate in various chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, dyes, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,6-Dichloro-4-methoxyaniline is used as a key component in the development of new drugs. Its chemical properties enable it to be modified and functionalized to create molecules with specific biological activities, targeting various therapeutic areas such as cardiovascular, neurological, and oncological diseases.
Used in Dye Manufacturing:
2,6-Dichloro-4-methoxyaniline is also employed in the dye manufacturing industry as a starting material for the synthesis of various types of dyes. These dyes find applications in different sectors, including textiles, plastics, and printing inks, where they impart color and enhance the visual appeal of the final products.
Used in Chemical Research:
Due to its unique chemical structure, 2,6-Dichloro-4-methoxyaniline is a valuable compound for research purposes. It is used in academic and industrial laboratories to study various aspects of organic chemistry, such as reaction mechanisms, stereochemistry, and the development of new synthetic methods. This research contributes to the advancement of chemical science and the discovery of novel applications for this versatile compound.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 47, p. 2816, 2004 DOI: 10.1021/jm030891w

Check Digit Verification of cas no

The CAS Registry Mumber 6480-66-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,4,8 and 0 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6480-66:
(6*6)+(5*4)+(4*8)+(3*0)+(2*6)+(1*6)=106
106 % 10 = 6
So 6480-66-6 is a valid CAS Registry Number.
InChI:InChI=1S/C7H7Cl2NO/c1-11-4-2-5(8)7(10)6(9)3-4/h2-3H,10H2,1H3

6480-66-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-DICHLORO-4-METHOXYANILINE

1.2 Other means of identification

Product number -
Other names 2,5-DIBROMO-3-METHOXYPYRAZINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6480-66-6 SDS

6480-66-6Relevant articles and documents

Synthesis of sterically hindered polychlorinated biphenyl derivatives

Joshi,Vyas,Duffel,Parkin,Lehmler

scheme or table, p. 1045 - 1054 (2011/06/20)

A series of sterically hindered (methoxylated) polychlorinated biphenyl derivatives were synthesized using the Suzuki and the Ullmann coupling reactions. The Suzuki coupling with Pd(dba)2-dicyclohexylphosphino-2,6- dimethoxybiphenyl (DPDB) gave better yields (65-98%) compared to the classic Ullmann coupling reaction (20-38%). Despite the reactive catalyst system, no significant coupling with aromatic chlorine substituents was observed. Crystal structure analysis of four PCB derivatives revealed solid state dihedral angles ranging from 69.7 to 81.0, which indicates that these highly ortho-substituted PCB derivatives have some conformational flexibility. Georg Thieme Verlag Stuttgart.

Syntheses and characterization of the acyl glucuronide and hydroxy metabolites of diclofenac

Kenny, Jane R.,Maggs, James L.,Meng, Xiaoli,Sinnott, Deborah,Clarke, Stephen E.,Park, B. Kevin,Stachulski, Andrew V.

, p. 2816 - 2825 (2007/10/03)

In humans, metabolism of the commonly used nonsteroidal antiinflammatory drug diclofenac 1 yields principally the 4′-hydroxy 2, 5-hydroxy 3, and acyl glucuronide 4 metabolites. All three metabolites have been implicated in rare idiosyncratic adverse react

Synthesis of deuterium labelled 4'-hydroxydiclofenac

Waterhouse, Ian

, p. 1075 - 1083 (2007/10/03)

Diclofenac is a potentially useful substrate for the study of drug-drug interactions caused by modulation of the activity of specific isoforms of cytochrome P450. The synthesis of a deuterium labelled version of its principal human metabolite, 4'-hydroxydiclofenac, for use as an internal standard in LC-MS-MS studies, is described.

2,2',3,3',6,6'-Hexachlorobiphenyl hydroxylation by active site mutants of cytochrome P450 2B1 and 2B11

Waller, Stephen C.,He, You Ai,Harlow, Greg R.,He, You Qun,Mash, Eugene A.,Halpert, James R.

, p. 690 - 699 (2007/10/03)

The structural basis of species differences in cytochrome P450 2B- mediated hydroxylation of 2,2',3,3',6,6'-hexachlorobiphenyl (236HCB) was evaluated by using 14 site-directed mutants of cytochrome P450 2B1 and three point mutants of 2B11 expressed in Escherichia coli. To facilitate metabolite identification, seven possible products, including three hydroxylated and four dihydroxylated hexachlorobiphenyls, were synthesized by direct functionalization of precursors and Ullmann and crossed Ullmann reactions. HPLC and GCfMS analysis and comparison with authentic standards revealed that 2B1, 2B11, and all their mutants produced 4,5-dihydroxy-236HCB and 5-hydroxy- 236HCB, while 2B11 L363V and 2B1 I114V mutants also catalyzed hydroxylation at the 4-position. The amount of products formed by 2B1 mutants I114V, F206L, L209A, T302S, V363A, V363L, V367A, I477A, I477L, G478S, I480A, and I480L was smaller than that of the wild type. I477V exhibited unaltered 236HCB metabolism, and I480V produced twice as much dihydroxy product as the wild type. For 2B11, substitution of Val-114 or Asp-290 with Ile decreased the product yields. Replacement of Leu-363 with Val dramatically altered the profile of 236HCB metabolites. In addition to an increase in the overall level of hydroxylation, the mutant mainly catalyzed hydroxylation at the 4- position. Incubation of P450 2B1 with 5-hydroxy-236HCB produced 4,5- dihydroxy-236HCB, which indicates that 4,5-dihydroxy-236HCB may be formed by a direct hydroxylation of 5-hydroxy-236HCB. The findings from this study demonstrate the importance of residues 114, 206, 209, 302, 363, 367, 477, 478, and 480 in 2B1 and 114, 290, and 363 in 2B11 for 236HCB metabolism.

Hydrohalogenation of 1,4-Benzoquinone Mono- and Bis(O-acyloximes)

Avdeenko,Glinyanaya

, p. 1154 - 1159 (2007/10/03)

Hydrohalogenation of 1,4-benzoquinone O-acyloximes involves intermediate formation of corresponding 1,4-benzoquinone monooximes and hydroxyamino derivatives. The final hydrochlorination products are 2,6-dichloro-4-alkoxyanilines, hydrobromination yields 3,5-dibromo-4-aminophenol as the final product. O-Acyl- and O,O′-diacyl-1,4-benzoquinone dioximes do not undergo hydrohalogenation.

Magenta couplers

-

, (2008/06/13)

Magenta couplers of the 5-pyrazolone type which have a phenylcarbamylamino substituent in the 3-position of the pyrazolone nucleus and which have, as a substituent in the 1-position of the pyrazolone nucleus, a 2', 4'-dihalo-6'-alkoxyphenyl group or a 2', 6'-dihalo-4'-alkoxyphenyl group.

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