5-FLUORO-6-CHLORO ISATIN

Base Information

• Chemical Name: 5-FLUORO-6-CHLORO ISATIN
• CAS No.: 96202-57-2
• Molecular Formula: C8H3ClFNO2
• Molecular Weight: 199.569
• Hs Code.: 2933990090
• Mol file: 96202-57-2.mol

Synonyms:6-Chloro-5-fluoro-1H-indole-2,3-dione;6-Chloro-5-fluoroisatin;

Chemical Property of 5-FLUORO-6-CHLORO ISATIN

Chemical Property:

• PKA: 7.48±0.20(Predicted)
• PSA: 46.17000
• Density: 1.613 g/cm³
• LogP: 1.75190

Purity/Quality:

98%, ^*data from raw suppliers

6-Chloro-5-fluoroindoline-2,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-FLUORO-6-CHLORO ISATIN

There total 6 articles about 5-FLUORO-6-CHLORO ISATIN 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: 63.0%

N-(3-Chloro-4-fluorophenyl)-2-(hydroxyimino)acetamide (108288-15-9) → 4-chloro-5-fluoro-isatin (84378-94-9) + 6-Chloro-5-fluoro-1H-indole-2,3-dione (96202-57-2)

Guidance literature:

With sulfuric acid; 1.) 60-70 deg C, 2.) 80 deg C, 60 min;;

DOI:10.1002/jhet.5570230640

Reference yield:

(2E)-N-(3-chloro-4-fluoro-phenyl)-2-hydroxyiminoacetamide → 4-chloro-5-fluoro-isatin (84378-94-9) + 6-Chloro-5-fluoro-1H-indole-2,3-dione (96202-57-2)

Guidance literature:

With sulfuric acid; In water; at 60 - 80 ℃; for 0.5h; Overall yield = 51 %; Overall yield = 7.11 g; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0035-1561395

Reference yield:

3-chloro-4-fluorophenylamine (367-21-5) → 4-chloro-5-fluoro-isatin (84378-94-9) + 6-Chloro-5-fluoro-1H-indole-2,3-dione (96202-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate / water / 2 h / 90 °C

1.2: 2 h / 90 °C

2.1: sulfuric acid / 1.5 h / 65 - 90 °C

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

upstream raw materials:

N-(3-Chloro-4-fluorophenyl)-2-(hydroxyimino)acetamide

3-chloro-4-fluorophenylamine

chloral hydrate

Downstream raw materials:

6-Chloro-5-fluoro-1H-indole

(3Z)-6-chloro-5-fluoro-1H-indole-2,3-dione 3-[(4-chlorophenyl)hydrazone]

2-(6-chloro-5-fluoro-2-oxoindolin-3-ylidene)-N-(4-chlorophenyl)hydrazine carbothioamide

2-(6-chloro-5-fluoro-2-oxoindolin-3-ylidene)-N-p-tolylhydrazine

Refernces

• 1、 Lindsay-Scott, Peter J.,Barlow, Helen. "Utilizing Solubility differences to achieve regiocontrol in the synthesis of substituted quinoline-4-carboxylic acids". supporting information. p. 1516 - 1520. Retrieved 2016/06/14.
• 2、 -. "TRPV4 ANTAGONISTS". Page/Page column 39. . Retrieved 2011/10/13.