4-Chloro-7-methyl-1H-indole-2,3-dione

Base Information

• Chemical Name: 4-Chloro-7-methyl-1H-indole-2,3-dione
• CAS No.: 61258-72-8
• Molecular Formula: C9H6ClNO2
• Molecular Weight: 195.605
• Hs Code.: 2933990090
• European Community (EC) Number: 676-288-2
• UNII: PMB88XVB49
• DSSTox Substance ID: DTXSID20365244
• Nikkaji Number: J1.280.325G
• Wikidata: Q82149751
• ChEMBL ID: CHEMBL373715
• Mol file: 61258-72-8.mol

Synonyms:61258-72-8;4-Chloro-7-methyl-1H-indole-2,3-dione;4-chloro-7-methylisatin;4-Chloro-7-methyl isatin;4-chloro-7-methylindoline-2,3-dione;1H-Indole-2,3-dione, 4-chloro-7-methyl-;4-chloro-7-methyl-2,3-dihydro-1H-indole-2,3-dione;PMB88XVB49;4-chloranyl-7-methyl-1H-indole-2,3-dione;MFCD00047216;D0B1TQ;UNII-PMB88XVB49;Cambridge id 5226020;Isatin-based compound, 55;MLS002473344;SCHEMBL950949;CHEMBL373715;BDBM22835;DTXSID20365244;MWCJCUFHPFXQLS-UHFFFAOYSA-N;HMS2228G20;SC5085;STK371703;AKOS000149810;SB64186;AS-54691;PD182122;SMR001397437;CS-0252438;FT-0659717;EN300-60309;A833129;Z57493439

Chemical Property of 4-Chloro-7-methyl-1H-indole-2,3-dione

Chemical Property:

• Refractive Index: 1.611
• PSA: 46.17000
• Density: 1.44 g/cm³
• LogP: 1.92120
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.0087061
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

98%Min ^*data from raw suppliers

4-chloro-7-methyl-1H-indole-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=C(C=C1)Cl)C(=O)C(=O)N2

Technology Process of 4-Chloro-7-methyl-1H-indole-2,3-dione

There total 2 articles about 4-Chloro-7-methyl-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: 39.0%

3-benzyl-5-chloro-3-hydroxy-8-methyl-1,2,3,4-tetrahydroquinoline-2,4-dione (220462-69-1) → 4-Chloro-7-methyl-1H-indole-2,3-dione (61258-72-8) + 4-chloro-1,3-dihydro-7-methyl-3-phenylacetoxy-2H-indol-2-one (220462-47-5) + 5-chloro-8-methyl-4-phenylacetyl-1,4-dihydro-2H-3,1-benzoxazin-2-one + 3-benzyl-5-chloro-8-methyl-3-phenylacetoxyquinoline-2,4(1H,3H)-dione

Guidance literature:

With dmap; In xylene; for 5h; Heating;

DOI:10.1016/S0040-4020(00)00057-0

Reference yield: 21.0%

5-chloro-3-hydroxy-8-methyl-3-phenyl-1H-quinoline-2,4-dione (266348-58-7) → 4-Chloro-7-methyl-1H-indole-2,3-dione (61258-72-8) + 4-benzoyl-5-chloro-8-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one + benzoic acid 4-chloro-7-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl ester

Guidance literature:

With dmap; In xylene; for 2h; Heating;

DOI:10.1016/S0040-4020(00)00057-0

Reference yield: 90.0%

4-Chloro-7-methyl-1H-indole-2,3-dione (61258-72-8) → 2-amino-6-chloro-3-methylbenzoic acid (857005-81-3)

Guidance literature:

With water; dihydrogen peroxide; sodium hydroxide; at 20 ℃; for 4h;

upstream raw materials:

3-benzyl-5-chloro-3-hydroxy-8-methyl-1,2,3,4-tetrahydroquinoline-2,4-dione

5-chloro-3-hydroxy-8-methyl-3-phenyl-1H-quinoline-2,4-dione

Downstream raw materials:

4-Chloro-7-methyl-1-(2-oxo-2-phenyl-ethyl)-1H-indole-2,3-dione

2-amino-6-chloro-3-methyl-N-thiazol-2-yl-benzamide

2-amino-6-chloro-3-methylbenzoic acid

Refernces