4-Chloroisatin

Base Information

• Chemical Name: 4-Chloroisatin
• CAS No.: 6344-05-4
• Molecular Formula: C8H4ClNO2
• Molecular Weight: 181.578
• Hs Code.: 2933990090
• NSC Number: 49794
• UNII: U0NSS4B19Q
• DSSTox Substance ID: DTXSID90212852
• Nikkaji Number: J527.864C
• Wikidata: Q72452734
• ChEMBL ID: CHEMBL376228
• Mol file: 6344-05-4.mol

Synonyms:4-Chloroisatin;6344-05-4;4-chloro-1H-indole-2,3-dione;4-chloroindoline-2,3-dione;1H-Indole-2,3-dione, 4-chloro-;4-chloro-2,3-dihydro-1H-indole-2,3-dione;4-Chloroindole-2,3-dione;U0NSS4B19Q;Indole-2,3-dione, 4-chloro-;MFCD00129178;NSC-49794;4-chloro isatin;NSC49794;UNII-U0NSS4B19Q;Isatin-based compound, 29;ISATIN, 4-CHLORO-;4-Chloro-2,3-indolinedione;SCHEMBL282066;CHEMBL376228;BDBM22809;HSYFISNDMZKGRS-UHFFFAOYSA-;DTXSID90212852;4-chloro-(1h)-indole-2,3-dione;NSC 49794;STK645640;AKOS000279207;AC-4368;CS-W002403;FS-2453;SB64022;PD182117;SY005279;4-CHLORANYL-1H-INDOLE-2,3-DIONE;AM20061195;C1870;FT-0617979;EN300-52720;Q-102082;Z759291598;InChI=1/C8H4ClNO2/c9-4-2-1-3-5-6(4)7(11)8(12)10-5/h1-3H,(H,10,11,12)

Chemical Property of 4-Chloroisatin

Chemical Property:

• Appearance/Colour: Orange Powder
• Melting Point: 258 °C
• Refractive Index: 1.626
• PKA: 9.44±0.20(Predicted)
• PSA: 46.17000
• Density: 1.519 g/cm³
• LogP: 1.61280
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Dimethylformamide
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 180.9930561
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

98% ^*data from raw suppliers

4-Chloroisatin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Cl)C(=O)C(=O)N2
• Uses: 4-Chloroisatin is an isatic acid derivative that performs a plant growth-regulating activity. Isatin compounds also performs selective inhibitory functions against carboxylesterases.

Technology Process of 4-Chloroisatin

There total 6 articles about 4-Chloroisatin 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%

Ν-(3-chlorophenyl)-2-hydroxyiminoacetamide (17122-55-3) → 6-chloroisatin (6341-92-0) + 4-chloroisatin (6344-05-4)

Guidance literature:

With sulfuric acid; at 80 ℃; for 0.166667h;

Reference yield: 47.0%

chloral hydrate (302-17-0) + 3-chloro-aniline (108-42-9) → 6-chloroisatin (6341-92-0) + 4-chloroisatin (6344-05-4)

Guidance literature:

chloral hydrate; 3-chloro-aniline; With hydrogenchloride; Glauber's salt; In water;

With hydroxylamine hydrochloride; In water; at 55 - 70 ℃; for 0.166667h;

With sulfuric acid; at 80 ℃; for 0.166667h;

DOI:10.1002/jhet.2048

Reference yield: 22.0%

→ 6-chloroisatin (6341-92-0) + 4-chloroisatin (6344-05-4)

Guidance literature:

upstream raw materials:

Ν-(3-chlorophenyl)-2-hydroxyiminoacetamide

3-chloro-aniline

acetophenone

chloral hydrate

Downstream raw materials:

5-chloro-2-phenyl-quinoline-4-carboxylic acid

4,5-Dichloro-1H-indole-2,3-dione

2-chloro-6-aminobenzoic acid

4-chloro-1-morpholinomethylisatin