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4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 180624-10-6 Structure
  • Basic information

    1. Product Name: 4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester
    2. Synonyms: 4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester;Methyl 4-aMino-3-iodo-5-Methoxybenzoate
    3. CAS NO:180624-10-6
    4. Molecular Formula: C9H10INO3
    5. Molecular Weight: 307.08507
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 180624-10-6.mol
  • Chemical Properties

    1. Melting Point: 93-94 °C
    2. Boiling Point: 407.7±45.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.747±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C(protect from light)
    8. Solubility: N/A
    9. PKA: 0.35±0.10(Predicted)
    10. CAS DataBase Reference: 4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester(180624-10-6)
    12. EPA Substance Registry System: 4-AMino-3-iodo-5-Methoxy-benzoic acid Methyl ester(180624-10-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 180624-10-6(Hazardous Substances Data)

180624-10-6 Usage

Synthesis Reference(s)

Tetrahedron, 63, p. 347, 2007 DOI: 10.1016/j.tet.2006.10.071

Check Digit Verification of cas no

The CAS Registry Mumber 180624-10-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,0,6,2 and 4 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 180624-10:
(8*1)+(7*8)+(6*0)+(5*6)+(4*2)+(3*4)+(2*1)+(1*0)=116
116 % 10 = 6
So 180624-10-6 is a valid CAS Registry Number.

180624-10-6Relevant articles and documents

Revisiting the Gold-Catalyzed Dimerization of 2-Ethynylanilines: A Room-Temperature and Silver-Free Protocol for the Synthesis of Multifunctional Quinolines

Praveen, Chandrasekar,Perumal

, p. 855 - 864 (2016/03/15)

A room temperature and silver-free protocol for the formation of quinolines from 2-ethynylanilines through a dimerization event was achieved using a dinuclear gold catalyst, Au2(BIPHEP)(NTf2)2. The reaction is inherently modular, allowing for the incorporation of peripheral substituents at any site of the quinoline product. The reaction is readily applied to other heterocyles also as exemplified by the preparation of naphthyridines. Competition reactions to determine the reactivity of dissimilar alkynes demonstrated that the product ratio of dimerization vs intermolecular addition is rather dependent on the electronic nature of aryl substituent on the alkynes. However, control experiments with substrates possessing internal alkynes resulted in cycloisomerization instead of expected dimerization, which is indicative of possible steric influence of the alkyne terminus in the reaction outcome.

Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization

Liu, Zhijian,Larock, Richard C.

, p. 347 - 355 (2007/10/03)

An efficient route to a variety of carbazoles and dibenzofurans has been developed. It involves the reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford the N- or O-arylated products, which are subsequently cyclized using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. By using this methodology, the carbazole alkaloid, mukonine has been synthesized in 76% overall yield in three steps.

Efficient reagents for the synthesis of 5-, 7-, and 5,7-substituted indoles starting from aromatic amines: Scope and limitations

Ezquerra, Jesus,Pedregal, Concepcion,Lamas, Carlos,Barluenga, Jose,Perez, Marta,Garcia-Martin, Miguel Angel,Gonzalez, Jose M.

, p. 5804 - 5812 (2007/10/03)

Upon reaction with IPy2BF4, 4-substituted anilines give regioselectively the corresponding o-iodoanilines in nearly quantitative yield, in a process that can be carried out on a multigram scale. Palladium-catalyzed coupling of the resulting 2-iodoanilines with (trimethylsilyl)acetylene (TMSA), followed by efficient CuI-mediated nitrogen cyclization onto alkynes with concurrent elimination of the TMS substituent, allows a straightforward elaboration of 5-mono- and 5,7-disubstituted indoles from aromatic amines. This new approach to the aforementioned indoles does not requires protective groups on nitrogen at any step and can be adapted for preparing related 7-monosubstituted indoles. Moreover, examples iterating the process are given, allowing bis-annulation and sequential double annulation and resulting in synthesis of benzodipyrroles. Additionally, suitable conditions for iodination of some of the target indoles with IPy2BF4 are discussed.

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