3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole

Base Information

• Chemical Name: 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole
• CAS No.: 259667-87-3
• Molecular Formula: C₂₁H₂₁ClF₃IN₂O₂
• Molecular Weight: 552.763
• Mol file: 259667-87-3.mol

Synonyms:3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole

Chemical Property of 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole

There total 4 articles about 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole 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:

3-trifluoromethylnitrobenzene (98-46-4) → 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole (259667-87-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 21 percent / N-iodosuccimide; conc. H₂SO₄ / 6 h / 50 °C

2.1: 80 percent / SnCl₂*H₂O / ethanol / 1 h / Heating

3.1: diethyl ether; toluene / 0.33 h / 20 °C

3.2: chiral HPLC

With N-iodo-succinimide; sulfuric acid; tin(ll) chloride; In diethyl ether; ethanol; toluene;

DOI:10.1021/jm0103763

Reference yield:

1-iodo-3-nitro-5-(trifluoromethyl)benzene (41253-01-4) → 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole (259667-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / SnCl₂*H₂O / ethanol / 1 h / Heating

2.1: diethyl ether; toluene / 0.33 h / 20 °C

2.2: chiral HPLC

With tin(ll) chloride; In diethyl ether; ethanol; toluene;

DOI:10.1021/jm0103763

Reference yield:

2-chlorophenylmagnesium bromide (36692-27-0) + 1-(2-diethylaminoethyl)-6-iodo-4-trifluoromethylisatin (259667-63-5) → 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(S)-hydroxy-6-iodo-4-trifluoromethyloxindole (259667-87-3) + 3-(2-chlorophenyl)-1-(2-diethylaminoethyl)-3(R)-hydroxy-6-iodo-4-trifluoromethyloxindole (259667-88-4)

Guidance literature:

2-chlorophenylmagnesium bromide; 1-(2-diethylaminoethyl)-6-iodo-4-trifluoromethylisatin; In diethyl ether; toluene; at 20 ℃; for 0.333333h;

Further stages. Title compound not separated from byproducts.; chiral HPLC;

DOI:10.1021/jm0103763

upstream raw materials:

2-chlorophenylmagnesium bromide

1-(2-diethylaminoethyl)-6-iodo-4-trifluoromethylisatin

3-trifluoromethylnitrobenzene

1-iodo-3-nitro-5-(trifluoromethyl)benzene

Downstream raw materials:

(3S)-3-(2-chlorophenyl)-1-(2-(diethylamino)ethyl)-3-hydroxy-2-oxo-4-(trifluoromethyl)indoline-6-carbonitrile

Refernces