methyl 4-azido-3-iodobenzoate

Base Information

• Chemical Name: methyl 4-azido-3-iodobenzoate
• CAS No.: 176652-03-2
• Molecular Formula: C₈H₆IN₃O₂
• Molecular Weight: 303.059
• Mol file: 176652-03-2.mol

Synonyms:methyl 4-azido-3-iodobenzoate

Chemical Property of methyl 4-azido-3-iodobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of methyl 4-azido-3-iodobenzoate

There total 2 articles about methyl 4-azido-3-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:

4-amino-3-iodobenzoic acid methyl ester (19718-49-1) → methyl 4-azido-3-iodobenzoate (176652-03-2)

Guidance literature:

With hydrogenchloride; sodium azide; water; sodium nitrite; Yield given. Multistep reaction; 1.) MeOAc, 0 deg C, 45 min, 2.) MeOAc, 0 deg C 15 min;

DOI:10.1002/(SICI)1099-1344(199603)38:3<227::AID-JLCR837>3.0.CO;2-1

Reference yield:

4-methoxycarbonyl aniline (619-45-4) → methyl 4-azido-3-iodobenzoate (176652-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) conc. H₂SO₄, 2.) N-iodosuccinimide / 1.) CH₃CN, RT, 2.) CH₃CN, RT, 2 h

2: 1.)conc. HCl, NaNO₂, H₂O, 2.) NaN₃ / 1.) MeOAc, 0 deg C, 45 min, 2.) MeOAc, 0 deg C 15 min

With hydrogenchloride; N-iodo-succinimide; sodium azide; sulfuric acid; water; sodium nitrite;

DOI:10.1002/(SICI)1099-1344(199603)38:3<227::AID-JLCR837>3.0.CO;2-1

Reference yield: 97.0%

methyl 4-azido-3-iodobenzoate (176652-03-2) → 4-azido-3-iodobenzoic acid (140430-71-3)

Guidance literature:

With lithium hydroxide; In methanol; water; at 6 ℃; for 18h;

DOI:10.1002/(SICI)1099-1344(199603)38:3<227::AID-JLCR837>3.0.CO;2-1

upstream raw materials:

4-amino-3-iodobenzoic acid methyl ester

4-methoxycarbonyl aniline

Downstream raw materials:

4-azido-3-iodobenzoic acid

4-azido-3-iodobenzyl alcohol

C₅₇H₈₁IN₄O₁₃

Refernces

• 1、 Song, Xian-Rong,Li, Ren,Yang, Tao,Bai, Jiang,Yang, Ruchun,Chen, Xi,Ding, Haixin,Xiao, Qiang,Liang, Yong-Min. "Cu(I)-catalyzed cascade intramolecular cyclization of 2-propynol phenyl azides and diarylphosphine oxides for the synthesis of bisphosphorylated indole derivatives". supporting information. p. 3763 - 3766. Retrieved 2018/09/12.