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

Base Information

• Chemical Name: methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate
• CAS No.: 160384-41-8
• Molecular Formula: C₂₂H₂₃ClN₄O₄S
• Molecular Weight: 474.968
• Mol file: 160384-41-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate 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: 94.0%

methanol (67-56-1) + 5-(2-[4-(1,2-Benzisothiazol-3-yl)-1-piperazinyl]ethyl)-4-chloro-2-nitrophenyl acetic acid (160384-40-7) → methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate (160384-41-8)

Guidance literature:

With thionyl chloride; for 3h; Heating;

DOI:10.1080/00397919608003533

Reference yield:

2,5-dichlorotoluene (19398-61-9) → methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate (160384-41-8)

Guidance literature:

Multi-step reaction with 7 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

7: 94 percent / thionyl chloride / 3 h / Heating

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

DOI:10.1080/00397919608003533

Reference yield:

2,5-dichloro-4-nitrotoluene (7149-76-0) → methyl 5-{2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl}-4-chloro-2-nitrophenyl acetate (160384-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 58 percent / tetrahydrofuran / 8 h / Heating

2: 93 percent / acetic acid / Ambient temperature

3: 71 percent / acetic acid, sodium triacetoxyborohydride / 1,2-dichloro-ethane

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

5: aq. HCl

6: 94 percent / thionyl chloride / 3 h / Heating

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

DOI:10.1080/00397919608003533

upstream raw materials:

methanol

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

2,5-dichlorotoluene

2,5-dichloro-4-nitrotoluene

Downstream raw materials:

ziprazidone

Refernces