N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine

Base Information

• Chemical Name: N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine
• CAS No.: 124316-00-3
• Molecular Formula: C25H21 N4 P
• Molecular Weight: 408.442
• European Community (EC) Number: 621-513-1
• DSSTox Substance ID: DTXSID10396981
• Nikkaji Number: J328.981H
• Wikidata: Q82197968
• Mol file: 124316-00-3.mol

Synonyms:124316-00-3;Betmip;N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine;benzotriazol-1-ylmethylimino(triphenyl)-lambda5-phosphane;1H-Benzotriazole-1-methanamine, N-(triphenylphosphoranylidene)-;SCHEMBL4081214;1-[[(Triphenylphosphoranylidene)amino]methyl]benzotriazole;DTXSID10396981;AKOS015889155;AE-018/31861013;1-(triphenylphosphorylideneaminomethyl)benzotriazole;J-005065;N-(1H-1,2,3-benzotriazol-1-ylmethyl)triphenylphosphine imide;N-(Triphenylphosphoranylidene)-1H-benzo-triazole-1-methanamine,90%;N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine, 90%;1-{[(Triphenyl-lambda~5~-phosphanylidene)amino]methyl}-1H-benzotriazole

Chemical Property of N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine

Chemical Property:

• Vapor Pressure: 2.7E-13mmHg at 25°C
• Melting Point: 116-122 °C(lit.)
• Boiling Point: 590.4°C at 760 mmHg
• Flash Point: 310.9°C
• PSA: 52.88000
• Density: 1.2g/cm³
• LogP: 4.56650
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 408.15038368
• Heavy Atom Count: 30
• Complexity: 538

Purity/Quality:

99% ^*data from raw suppliers

N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine 90% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=NCN2C3=CC=CC=C3N=N2)(C4=CC=CC=C4)C5=CC=CC=C5
• Uses: Reactant for:Grignard reactionPreparation of N,N-Bis(but-3-enyl)amines via aza-Wittig reaction with aldehydes, followed by a double Grignard reaction with allylmagnesium bromideOrganic synthesis of N-alkyliminophosphoranes and a-functionalized N-alkyliminophosphoranes

Technology Process of N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine

There total 1 articles about N-(Triphenylphosphoranylidene)-1H-benzotriazole-1-methanamine 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%

1-(azidomethyl)benzotriazole (26964-90-9) + triphenylphosphine (603-35-0) → 1-<<(Triphenylphosphoranylidene)amino>methyl>benzotriazole (124316-00-3)

Guidance literature:

In diethyl ether; for 3h; Ambient temperature;

DOI:10.1055/s-1990-26940

Reference yield: 86.0%

1-<<(Triphenylphosphoranylidene)amino>methyl>benzotriazole (124316-00-3) + lithium phenylacetylide (4440-01-1) → 3-phenylprop-2-yn-1-amine hydrochloride (30011-36-0)

Guidance literature:

With hydrogenchloride; 1.) THF/diethyl ether, 20 min, rt.; 2.) diethyl ether, 1h;

DOI:10.1016/S0040-4039(00)99227-X

Reference yield: 84.0%

1-<<(Triphenylphosphoranylidene)amino>methyl>benzotriazole (124316-00-3) + thiophen-2-yl magnesium bromide (5713-61-1) → thiophen-2-ylmethanamine monohydrochloride (7404-63-9)

Guidance literature:

With hydrogenchloride; 1.) THF/diethyl ether, 20 min, rt.; 2.) diethyl ether, 1h;

DOI:10.1016/S0040-4039(00)99227-X

upstream raw materials:

1-(azidomethyl)benzotriazole

triphenylphosphine

Downstream raw materials:

Pyrrolidin-1-ylmethyl-[1-p-tolyl-meth-(Z)-ylidene]-amine

[1-(4-Chloro-phenyl)-meth-(Z)-ylidene]-pyrrolidin-1-ylmethyl-amine

[1-(2-Methoxy-phenyl)-meth-(Z)-ylidene]-pyrrolidin-1-ylmethyl-amine

Morpholin-4-ylmethyl-[1-phenyl-meth-(Z)-ylidene]-amine

Refernces

• 1、 Katritzky, Alan R.,Jiang, Jinlong,Urogdi, Laszlo. "N-Triphenylphosphorylidene-1-(benzotriazol-1-yl)methylamine, a Novel Synthon Equivalent to +CH2NH2: The Preparation of Primary Amines". . p. 3303 - 3306. Retrieved 2007/10/02.