4-(4-Hydrazinobenzyl)-2-oxazolidinone

Base Information

• Chemical Name: 4-(4-Hydrazinobenzyl)-2-oxazolidinone
• CAS No.: 171550-12-2
• Molecular Formula: C₁₀H₁₃N₃O₂
• Molecular Weight: 207.232
• DSSTox Substance ID: DTXSID50938001
• Mol file: 171550-12-2.mol

Synonyms:171550-12-2;4-(4-hydrazinobenzyl)-2-oxazolidinone;4-(4-hydrazinylbenzyl)oxazolidin-2-one;4-[(4-hydrazinylphenyl)methyl]-1,3-oxazolidin-2-one;SCHEMBL825971;DTXSID50938001;BCP19931;AKOS015889727;SB48755;A3784;FT-0646949;FT-0669281;4-[(4-Hydrazinylphenyl)methyl]-4,5-dihydro-1,3-oxazol-2-ol

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 107-111 °C
• Boiling Point: 519 ºC
• PKA: 12.65±0.40(Predicted)
• Flash Point: 267.891°C
• PSA: 76.38000
• Density: 1.318
• LogP: 1.72520
• Water Solubility.: 0.58 g/L (25 ºC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 207.100776666
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Hydrazinylbenzyl)oxazolidin-2-one 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC(=O)O1)CC2=CC=C(C=C2)NN

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

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

(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one (152305-23-2,262857-90-9) → (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (187975-62-8,171550-12-2)

Guidance literature:

(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one; With sodium nitrite; In water; at -5 - 0 ℃; for 0.75h;

With triphenylphosphine; In methanol; diethyl ether; water; at 5 - 20 ℃; for 8h;

Reference yield:

4-((S)-2-Oxo-oxazolidin-4-ylmethyl)-benzenediazonium; chloride → (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (187975-62-8,171550-12-2)

Guidance literature:

4-((S)-2-Oxo-oxazolidin-4-ylmethyl)-benzenediazonium; chloride; With hydrogenchloride; tin(ll) chloride; In water; at -10 - 5 ℃; for 4h; pH=~ 2;

With sodium carbonate; In water; at 25 - 30 ℃; pH=8 - 9;

Reference yield: 60.0%

methyl-aminobutyraldehyde diethyl acetal (114094-45-0) + (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one (187975-62-8,171550-12-2) → N-Desmethylzolmitriptan

Guidance literature:

methyl-aminobutyraldehyde diethyl acetal; (S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one; With hydrogenchloride; In water; at 90 ℃; for 1h;

With sodium hydroxide; In water; pH=7;

upstream raw materials:

(S)-4-(4-aminobenzyl)-1,3-oxazolidin-2-one

Downstream raw materials:

(S)-4-(4-hydrazinobenzyl)-1,3-oxazolidin-2-one hydrochloride

Refernces

• 1、 Neelakandan,Manikandan,Santosha,Prabhakaran. "Convenient and industrially viable process for preparation of zolmitriptan". . p. E332-E334. Retrieved 2014/11/07.
• 2、 Mittapelli, Vasantha,Ray, Puma Chandra,Chauhan, Yogendra Kumar,Datta, Debashish. "N-Desmethyltriptans: One pot efficient synthesis of N-methyl-2-5- [substituted- 1H- indole-3-yl]ethanamines". experimental part. p. 590 - 594. Retrieved 2010/01/06.