5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneacetic Acid

Base Information

• Chemical Name: 5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneacetic Acid
• CAS No.: 160384-40-7
• Molecular Formula: C₂₁H₂₁ClN₄O₄S
• Molecular Weight: 460.941
• Mol file: 160384-40-7.mol

Synonyms:5-(2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl)-4-chloro-2-nitrophenyl acetic acid

Chemical Property of 5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneacetic Acid

Chemical Property:

• Boiling Point: 595.7±50.0 °C(Predicted)
• PKA: 3.78±0.10(Predicted)
• Density: 1.444±0.06 g/cm3(Predicted)
• Solubility.: Dimethyl Sulfoxide, Methanol

Purity/Quality:

5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Ziprasidone (Z485000) derivative.

Technology Process of 5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneacetic Acid

There total 9 articles about 5-[2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl]-4-chloro-2-nitro-benzeneacetic Acid 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: 95.0%

5-Chloro-4-(2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl)-2-(bis-(methoxycarbonyl)methyl)-nitrobenzene (160384-39-4) → 5-(2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl)-4-chloro-2-nitrophenyl acetic acid (160384-40-7)

Guidance literature:

With hydrogenchloride; for 20h; Heating;

DOI:10.1080/00397919608003533

Reference yield:

2-nitrophenyl-malonate (15014-17-2) → 5-(2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl)-4-chloro-2-nitrophenyl acetic acid (160384-40-7)

Guidance literature:

In hydrogenchloride;

Reference yield:

2,5-dichlorotoluene (19398-61-9) → 5-(2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl)-4-chloro-2-nitrophenyl acetic acid (160384-40-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 56 percent / conc. H₂SO₄, HNO₃ / acetic acid / 2 h / Ambient temperature

2: 58 percent / tetrahydrofuran / 8 h / Heating

3: 93 percent / acetic acid / Ambient temperature

4: 71 percent / acetic acid, sodium triacetoxyborohydride / 1,2-dichloro-ethane

5: 82.5 percent / potassium hydroxide / various solvent(s) / 4 h / 57 °C / solvent: N-methyl-pyrrolidinone

6: aq. HCl

With hydrogenchloride; potassium hydroxide; sulfuric acid; nitric acid; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; acetic acid; 1,2-dichloro-ethane;

DOI:10.1080/00397919608003533

upstream raw materials:

5-Chloro-4-(2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl)-2-(bis-(methoxycarbonyl)methyl)-nitrobenzene

methyl (5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl)-cyanoacetate

2,5-dichlorotoluene

2,5-dichloro-4-nitrotoluene

Downstream raw materials:

ziprazidone

methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate

Refernces

• 1、 -. "Processes and intermediates for the preparation of 5-[2-(4-(benzoisothiazol-3-yl)-piperazin-1-yl)ethyl]-6-chloro-1,3-dihydro-indol-2-one". . . Retrieved 2008/06/13.