(S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride

Base Information

• Chemical Name: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride
• CAS No.: 139264-57-6
• Molecular Formula: C₁₀H₁₃N₃O₂*ClH
• Molecular Weight: 243.693
• Mol file: 139264-57-6.mol

Synonyms:2-Oxazolidinone, 4-[(4-hydrazinophenyl)methyl]-, monohydrochloride, (S)-

Chemical Property of (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride

Chemical Property:

• PSA: 79.87000
• LogP: 1.03640
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Etthanol (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(S)-4-(4-Hydrazinobenzyl)-2-oxazolidinoneHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride is an Serotonin 5HTID-receptor agonist.

Technology Process of (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride

There total 11 articles about (S)-4-(4-Hydrazinobenzyl)-2-oxazolidinone Hydrochloride 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:

4-((S)-2-Oxo-oxazolidin-4-ylmethyl)-benzenediazonium; chloride → (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride (139264-57-6)

Guidance literature:

With hydrogenchloride; sodium sulfite; In water; at 0 - 65 ℃; for 4.66667h;

Reference yield:

(S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (187975-62-8,171550-12-2) → (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride (139264-57-6)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 75 - 90 ℃;

Reference yield:

4-nitro-3-phenyl-L-alanine (949-99-5) → (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride (139264-57-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / SOCl₂ / Ambient temperature

2: 46 percent / sodium borohydride / ethanol; H₂O / 2.5 h / Heating

3: 36 percent / aq. KOH / toluene / 1 h / 0 °C

4: 97 percent / H₂, aq. 2 N HCl / 10percent Pd/C / ethanol; ethyl acetate

5: 1.) aq. HCl, NaNO₂, 2.) SnCl₂ / 1.) from -5 deg C to 0 deg C, 30 min, 2.) RT, 3 h

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; hydrogen; tin(ll) chloride; sodium nitrite; palladium on activated charcoal; In ethanol; water; ethyl acetate; toluene;

DOI:10.1021/jm00018a016

upstream raw materials:

4-nitro-3-phenyl-L-alanine

(S)-(-)-2-amino-3-(4-nitrophenyl)propan-1-ol

(S)-4-nitrophenylalanine methyl ester hydrochloride

(S)-4-(4'-nitrobenzyl)-1,3-oxazolidin-2-one

Refernces

• 1、 Neelakandan,Manikandan,Santosha,Prabhakaran. "Convenient and industrially viable process for preparation of zolmitriptan". . p. E332-E334. Retrieved 2014/11/07.
• 2、 -. "A process for the purification of (S)-4-((3-(dimethylamino)ethyl)-1H-indol-5yl)-methyl)-2-oxazolidinone". Example 1. . Retrieved 2010/01/31.