6-iodo-1H-indole-2,3-dione

Base Information

• Chemical Name: 6-iodo-1H-indole-2,3-dione
• CAS No.: 20780-77-2
• Molecular Formula: C8H4INO2
• Molecular Weight: 273.03
• Hs Code.: 2933998090
• European Community (EC) Number: 696-168-3
• DSSTox Substance ID: DTXSID30559672
• Nikkaji Number: J1.691.843A
• Wikidata: Q82442463
• Mol file: 20780-77-2.mol

Synonyms:20780-77-2;6-iodo-1H-indole-2,3-dione;6-Iodoindoline-2,3-dione;6-Iodoisatin;1H-Indole-2,3-dione, 6-iodo-;6-IODO-2,3-DIHYDRO-1H-INDOLE-2,3-DIONE;MFCD01925283;6-iodo-1H-indole-2,3dione;SCHEMBL3467211;BUTTPARK 1487-02;6-iodo-1H-indole-2, 3-dione;DTXSID30559672;PHKAOEGXBSERHX-UHFFFAOYSA-N;AKOS015853854;MB02172;AM807771;SY059763;CS-0037862;6P-727;EN300-115396;F15610;Z1269200560

Chemical Property of 6-iodo-1H-indole-2,3-dione

Chemical Property:

• Melting Point: 195℃
• PKA: 8.97±0.20(Predicted)
• PSA: 46.17000
• Density: 2.106±0.06 g/cm3(Predicted)
• LogP: 1.56400
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 272.92868
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

6-Iodo-1H-indole-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1I)NC(=O)C2=O

Technology Process of 6-iodo-1H-indole-2,3-dione

There total 5 articles about 6-iodo-1H-indole-2,3-dione 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: 91.0%

→ 6-iodoisatin (20780-77-2) + 4-iodo-1H-indole-2,3-dione (20780-75-0)

Guidance literature:

Reference yield: 40.0%

3-iodo-isonitrosoacetanilide (63608-68-4) → 6-iodoisatin (20780-77-2) + 4-iodo-1H-indole-2,3-dione (20780-75-0)

Guidance literature:

With sulfuric acid; at 95 - 100 ℃; for 1h;

DOI:10.1002/(SICI)1099-1344(199609)38:9<835::AID-JLCR898>3.0.CO;2-Z

Reference yield:

3-Iodoaniline (626-01-7) → 6-iodoisatin (20780-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NH₂OH*HCl; aq. HCl; Na₂SO₄

2: 20 percent / H₂SO₄

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; sodium sulfate;

DOI:10.1016/j.tet.2005.04.022

upstream raw materials:

3-iodo-isonitrosoacetanilide

3-Iodoaniline

Downstream raw materials:

2-amino-4-iodobenzoic acid

7-iodo-3-(2-methoxyphenyl)-2-oxo-1,2-dihydroquinoline-4-carboxylic acid

6-(4-methoxyphenyl)isatin

6-(3,4,5-trimethoxyphenyl)isatin