6-Methylisatin

Base Information

• Chemical Name: 6-Methylisatin
• CAS No.: 1128-44-5
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20920897
• Nikkaji Number: J143.077G
• Wikidata: Q72492136
• Mol file: 1128-44-5.mol

Synonyms:6-Methylisatin;1128-47-8;6-methyl-1H-indole-2,3-dione;6-Methylindoline-2,3-dione;1H-Indole-2,3-dione, 6-methyl-;6-Methyl isatinic anhydride;INDOLE-2,3-DIONE, 6-METHYL-;BRN 0129704;MFCD01718832;6-methyl isatin;6-Methylindole-2,3-dione;SCHEMBL4192180;AMY3352;DTXSID20920897;STK213103;AKOS005174371;SB64264;2-Hydroxy-6-methyl-3H-indol-3-one #;6-Methyl isatinic anhydride, AldrichCPR;AS-19982;LS-83035;SY016308;BB 0262358;CS-0137579;FT-0683845;A894518;Z274364524

Chemical Property of 6-Methylisatin

Chemical Property:

• Melting Point: 189 °C
• Boiling Point: °Cat760mmHg
• PKA: 9.77±0.20(Predicted)
• Flash Point: °C
• PSA: 46.17000
• Density: 1.301g/cm³
• LogP: 1.26780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 237

Purity/Quality:

98% ^*data from raw suppliers

4-Methylisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C(=O)C(=O)N2

Technology Process of 6-Methylisatin

There total 17 articles about 6-Methylisatin 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: 89.0%

4-methyl-1H-indole (16096-32-5,261352-49-2) → 4-methyl-1H-indole-2,3-dione (1128-44-5)

Guidance literature:

With tert.-butylhydroperoxide; iodine; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1021/ol501203q

Reference yield: 52.0%

6-methyl-2-nitro-1-[2-iodoethynyl]benzene (1189052-03-6) → 4-methyl-1H-indole-2,3-dione (1128-44-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In acetone; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2009.06.098

Reference yield: 50.0%

→ 4-methyl-1H-indole-2,3-dione (1128-44-5)

Guidance literature:

With peracetic acid; copper(l) iodide; In ethanol; at 60 ℃; for 0.166667h; Microwave irradiation;

upstream raw materials:

2-hydroxyimino-N-m-tolylacetamide

oxalic acid-bis(3-tolylimidoyl)chloride

Oxalyl bromide

1-amino-3-methylbenzene

Downstream raw materials:

C₁₆H₁₃NO₂

(Z)-4-methyl-3-(2-oxo-2-phenylethylidene)indolin-2-one

2-amino-6-methylbenzoic acid

N-methyl-3-(4-methylphenyl) isatin imine

Refernces

• 1、 Sadler. "-". . p. 169. Retrieved 1956.
• 2、 Schilling, Waldemar,Zhang, Yu,Riemer, Daniel,Das, Shoubhik. "Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides". supporting information. p. 390 - 395. Retrieved 2019/12/15.
• 3、 Kuan, Suzie Hui Chin,Sun, Wei,Wang, Lu,Xia, Chungu,Tay, Meng Guan,Liu, Chao. "Double Carbonylation Using Glyoxal (HCOCOH): A Practical Copper-Promoted Synthesis of Isatins from Primary and Secondary Anilines". supporting information. p. 3484 - 3489. Retrieved 2017/09/06.