6,7-dichloro-1H-indole-2,3-dione

Base Information

• Chemical Name: 6,7-dichloro-1H-indole-2,3-dione
• CAS No.: 18711-12-1
• Molecular Formula: C8H3 Cl2 N O2
• Molecular Weight: 216.023
• Hs Code.: 2933990090
• European Community (EC) Number: 835-971-7
• UNII: 74ACJ5NG5T
• ChEMBL ID: CHEMBL222292
• DSSTox Substance ID: DTXSID30588487
• Wikidata: Q82481178
• Mol file: 18711-12-1.mol

Synonyms:6,7-dichloro-1H-indole-2,3-dione;18711-12-1;6,7-Dichloroindoline-2,3-dione;6,7-dichloroisatin;1H-Indole-2,3-dione, 6,7-dichloro-;74ACJ5NG5T;6,7-dichloro-2,3-dihydro-1H-indole-2,3-dione;6,7-Bis(chloranyl)-1H-indole-2,3-dione;6,7-dichlorisatin;UNII-74ACJ5NG5T;Isatin-based compound, 54;CHEMBL222292;SCHEMBL1248801;CHEMBL-222292;BDBM22834;AMY7813;DTXSID30588487;XTXIILHWOQZVAQ-UHFFFAOYSA-N;MFCD03618551;STL381782;AKOS000139553;MCULE-1304306967;SB64789;AS-61044;PD182782;DB-196877;CS-0139771;EN300-36024;J-012036;Z247609732

Chemical Property of 6,7-dichloro-1H-indole-2,3-dione

Chemical Property:

• Refractive Index: 1.638
• PSA: 46.17000
• Density: 1.643g/cm³
• LogP: 2.26620
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 214.9540837
• Heavy Atom Count: 13
• Complexity: 269

Purity/Quality:

98%Min ^*data from raw suppliers

6,7-Dichloroindoline-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C2=C1C(=O)C(=O)N2)Cl)Cl

Technology Process of 6,7-dichloro-1H-indole-2,3-dione

There total 3 articles about 6,7-dichloro-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:

hydroxyimino-acetic acid-(2,3-dichloro-anilide) (18711-08-5) → 6,7-Dichloro-1H-indole-2,3-dione (18711-12-1)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01587a047

Reference yield:

2,3-dichloroaniline (608-27-5) → 6,7-Dichloro-1H-indole-2,3-dione (18711-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂SO₄, hydroxylamine sulfate, concd. HCl / H₂O

2: CH₃SO₃H / 70 - 80 °C

With hydrogenchloride; methanesulfonic acid; hydroxylamine sulfate; sodium sulfate; In water;

DOI:10.1021/jm00105a034

Reference yield:

→ 6,7-Dichloro-1H-indole-2,3-dione (18711-12-1)

Guidance literature:

upstream raw materials:

hydroxyimino-acetic acid-(2,3-dichloro-anilide)

2,3-dichloroaniline

Downstream raw materials:

2-amino-3,4-dichlorobenzoic acid

6,7-dichloro-1 H-indole

3,4-dichloro-2-iodobenzoic acid

(5,6-Dichloro-9-oxo-9H-xanthen-4-yl)-acetic acid

Refernces

• 1、 Rewcastle, Gordon W.,Atwell, Graham J.,Zhuang, Li,Baguley, Bruce C.,Denny, William A.. "Potential Antitumor Agents. 61. Structure-Activity Relationships for in Vivo Colon 38 Activity among Disubstituted 9-Oxo-9H-xanthene-4-acetic Acids". . p. 217 - 222. Retrieved 2007/10/02.