Methyl 2-(carbamoylamino)-5-iodobenzoate

Base Information

• Chemical Name: Methyl 2-(carbamoylamino)-5-iodobenzoate
• CAS No.: 116027-11-3
• Molecular Formula: C₉H₉IN₂O₃
• Molecular Weight: 320.087
• DSSTox Substance ID: DTXSID101248387
• Mol file: 116027-11-3.mol

Synonyms:116027-11-3;DTXSID101248387;Methyl 2-[(aminocarbonyl)amino]-5-iodobenzoate

Chemical Property of Methyl 2-(carbamoylamino)-5-iodobenzoate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 319.96579
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2-(carbamoylamino)-5-iodobenzoate

There total 3 articles about Methyl 2-(carbamoylamino)-5-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: 70.0%

potassium cyanate (590-28-3) + methyl 2-amino-5-iodobenzoate (77317-55-6) → N-<4-iodo-2-(methoxycarbonyl)phenyl>urea (116027-11-3)

Guidance literature:

In water; acetic acid; Heating;

DOI:10.1021/jm00119a014

Reference yield:

5-iodoisatoic anhydride (116027-10-2) → N-<4-iodo-2-(methoxycarbonyl)phenyl>urea (116027-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 4-(dimethylamino)pyridine / methanol / 3 h / 60 °C

2: 70 percent / H₂O; acetic acid / Heating

With dmap; In methanol; water; acetic acid;

DOI:10.1021/jm00119a014

Reference yield:

2-amino-5-iodobenzoic acid (5326-47-6) → N-<4-iodo-2-(methoxycarbonyl)phenyl>urea (116027-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / dioxane / 60 °C

2: 97 percent / 4-(dimethylamino)pyridine / methanol / 3 h / 60 °C

3: 70 percent / H₂O; acetic acid / Heating

With dmap; In 1,4-dioxane; methanol; water; acetic acid;

DOI:10.1021/jm00119a014

upstream raw materials:

potassium cyanate

methyl 2-amino-5-iodobenzoate

5-iodoisatoic anhydride

2-amino-5-iodobenzoic acid

Downstream raw materials:

7-iodo-1,2,3,5-tetrahydroimidazo<2,1-b>quinazolin-2(1H)-one

ethyl (2-chloro-6-iodo-3,4-dihydroquinazolin-3-yl)acetate

2,4-dichloro-6-iodoquinazoline

6-Iodo-1H-quinazoline-2,4-dione