2-Iodo-3-methoxyaniline

Base Information

• Chemical Name: 2-Iodo-3-methoxyaniline
• CAS No.: 98991-09-4
• Molecular Formula: C7H8INO
• Molecular Weight: 249.051
• DSSTox Substance ID: DTXSID20543282
• Nikkaji Number: J2.501.438C
• Wikidata: Q82420119
• Mol file: 98991-09-4.mol

Synonyms:2-Iodo-3-methoxyaniline;98991-09-4;3-AMINO-2-IODOANISOLE;2-IODO-3-METHOXYBENZENAMINE;SCHEMBL23885410;DTXSID20543282;YDA99109;MFCD11848601;AKOS024262012;AS-33029;CS-0160017;3-Methoxy-2-iodoaniline;A856365

Chemical Property of 2-Iodo-3-methoxyaniline

Chemical Property:

• PSA: 35.25000
• Density: 1.807±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 2.46320
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 248.96506
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99%, ^*data from raw suppliers

2-iodo-3-methoxybenzenamine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1I)N

Technology Process of 2-Iodo-3-methoxyaniline

There total 6 articles about 2-Iodo-3-methoxyaniline 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: 95.0%

N-tert-butoxycarbonyl-2-iodo-3-methoxyaniline (194869-14-2) → 2-iodo-3-methoxyphenylamine (98991-09-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1055/s-2005-917079

Reference yield: 74.0%

2-iodo-1-methoxy-3-nitrobenzene (98991-08-3) → 2-iodo-3-methoxyphenylamine (98991-09-4)

Guidance literature:

With iron(III) chloride; hydrazine hydrate; In methanol; for 47h; Heating;

DOI:10.1021/jo00225a020

Reference yield: 2.0%

m-Anisidine (536-90-3,918666-97-4) → 4,6-diiodo-3-methoxyaniline (117832-18-5) + 4-iodo-3-methoxy-phenylamine (1112840-98-8) + 2-iodo-5-methoxyaniline (153898-63-6) + 2-iodo-3-methoxyphenylamine (98991-09-4)

Guidance literature:

With N-iodo-succinimide; acetic acid; In benzene; at 20 ℃; for 72h; regioselective reaction;

DOI:10.1055/s-0031-1290118

upstream raw materials:

2-iodo-1-methoxy-3-nitrobenzene

N-tert-butoxycarbonyl-2-iodo-3-methoxyaniline

2-iodo-3-nitrophenol

tert-butyl 3-methoxyphenylcarbamate

Downstream raw materials:

C₁₄H₁₄INO₃S

C₁₆H₁₇NO₃S₂

N-(2-bromoethyl)-N-(2-iodo-3-methoxyphenyl)-4-methylbenzenesulfonamide

8-methoxy-1-biphenylenol

Refernces

• 1、 Wu, Wenbin,Li, Zheng,Zhou, Guangbiao,Jiang, Sheng. "Total synthesis of argyrins A and e". supporting information; experimental part. p. 2488 - 2491. Retrieved 2011/05/09.
• 2、 Jia, Yanxing,Zhu, Jieping. "Synthesis of ring-A-substituted tryptophan by a palladium-catalyzed heteroannulation reaction". . p. 2469 - 2472. Retrieved 2007/10/03.