Methyl 2-amino-4-iodobenzoate

Base Information

• Chemical Name: Methyl 2-amino-4-iodobenzoate
• CAS No.: 144550-76-5
• Molecular Formula: C8H8INO2
• Molecular Weight: 277.062
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID50596584
• Wikidata: Q82491881
• Mol file: 144550-76-5.mol

Synonyms:METHYL 2-AMINO-4-IODOBENZOATE;144550-76-5;Methyl2-Amino-4-Iodobenzoate;Benzoic acid, 2-amino-4-iodo-, methyl ester;MFCD13182440;methyl 4-iodoanthranilate;SCHEMBL1184918;DTXSID50596584;FSNRVHNXSYBHSI-UHFFFAOYSA-N;AKOS016009659;2-Amino-4-iodo-benzoic acid methyl ester;DS-12761;SY114105;C72733;EN300-2008401;A884798

Chemical Property of Methyl 2-amino-4-iodobenzoate

Chemical Property:

• Melting Point: 71-73 °C
• Boiling Point: 337.7±32.0 °C(Predicted)
• PKA: 1.39±0.10(Predicted)
• PSA: 52.32000
• Density: 1.826±0.06 g/cm3(Predicted)
• LogP: 2.24120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 276.95998
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-amino-4-iodobenzoate 97+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)I)N

Technology Process of Methyl 2-amino-4-iodobenzoate

There total 7 articles about Methyl 2-amino-4-iodobenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-amino-4-iodobenzoic acid (20776-54-9) → methyl 2-amino-4-iodobenzoate (144550-76-5)

Guidance literature:

In diethyl ether; for 1h; Inert atmosphere;

DOI:10.1021/jo1016713

Reference yield: 93.0%

methanol (67-56-1) + 2-acetylamino-4-iodobenzoic acid (117324-10-4) → methyl 2-amino-4-iodobenzoate (144550-76-5)

Guidance literature:

With thionyl chloride; at 0 - 65 ℃; for 52h;

Reference yield: 91.0%

methyl 2-nitro-4-iodobenzoate (791098-21-0) → methyl 2-amino-4-iodobenzoate (144550-76-5)

Guidance literature:

With tin(ll) chloride; In dichloromethane; ethyl acetate; at 20 ℃; for 12h;

DOI:10.1021/jm060590x

upstream raw materials:

methyl 2-nitro-4-iodobenzoate

2-acetylamino-4-iodobenzoic acid

7-iodo-1H-benz[d][1,3]oxazine-2,4-dione

methanol

Downstream raw materials:

(2-methoxycarbonyl-5-iodobenzene)disulfide

methyl 2-amino-6-ethyl benzoate

methyl 2-(benzylamino)-4-iodobenzoate

9-iodo-2-(3,4-dimethoxyphenylamino)-5H-benzo[b]pyrimido[4,5-d]azepin-6(7H)-one

Refernces

• 1、 -. "5, 7-DIHYDRO- 6H-PYRIMIDO [ 5, 4-D] [ 1 ] BENZAZEPIN-6-THIONES AS PLK INHIBITORS". Page/Page column 58-59. . Retrieved 2010/06/20.
• 2、 Desbois, Nicolas,Gardette, Maryline,Papon, Janine,Labarre, Pierre,Maisonial, Aurelie,Auzeloux, Philippe,Lartigue, Claire,Bouchon, Bernadette,Debiton, Eric,Blache, Yves,Chavignon, Olivier,Teulade, Jean-Claude,Maublant, Jean,Madelmont, Jean-Claude,Moins, Nicole,Chezal, Jean-Michel. "Design, synthesis and preliminary biological evaluation of acridine compounds as potential agents for a combined targeted chemo-radionuclide therapy approach to melanoma". . p. 7671 - 7690. Retrieved 2008/12/23.