N-Methyl-N-naphthylmethylamine

Base Information

• Chemical Name: N-Methyl-N-naphthylmethylamine
• CAS No.: 14489-75-9
• Molecular Formula: C12H13N
• Molecular Weight: 171.242
• Hs Code.: 2921450090
• European Community (EC) Number: 238-497-3
• NSC Number: 129392
• UNII: DWX2R0PS9P
• DSSTox Substance ID: DTXSID00162834
• Nikkaji Number: J241.269A
• Wikidata: Q27276647
• Mol file: 14489-75-9.mol

Synonyms:14489-75-9;N-Methyl-1-naphthylmethylamine;N-methyl-1-(naphthalen-1-yl)methanamine;N-Methyl-N-naphthylmethylamine;N-Methyl-1-naphthalenemethylamine;1-Methyl-aminomethyl-naphthalene;N-Methylnaphthalene-1-methylamine;1-Naphthalenemethanamine, N-methyl-;N-methyl-1-naphthalen-1-ylmethanamine;1-(Methylaminomethyl)naphthalene;N-Methyl-1-naphthalenemethanamine;UNII-DWX2R0PS9P;methyl[(naphthalen-1-yl)methyl]amine;DWX2R0PS9P;METHYL-1-NAPHTHALENEMETHYLAMINE;N-methyl-1-naphthalen-1-yl-methanamine;EINECS 238-497-3;MFCD00144934;NSC-129392;EC 238-497-3;N-Methyl-1-Naphthalenemethyl amine;N-METHYL-N-((NAPHTHALEN-1-YL)METHYL)AMINE;N-Methylnaphthalenemethylamine;C(NC)c1cccc2ccccc12;Terbinafine EP Impurity A;N-methyl-naphthylmethylamine;Methyl(1-naphthylmethyl)amine;SCHEMBL681401;methyl-(1-naphthylmethyl)amine;N-methyl-1-naphthylmethyl amine;N-Methyl(1-naphthyl)methanamine;DTXSID00162834;N-Methyl-(1-naphthylmethyl)amine;methyl-naphthalen-1-ylmethyl-amine;N-methyl-1-naphthalene methanamine;N-METHYL NAPHTHYLMETHYLAMINE;N-Methyl(1-naphthyl)methanamine #;BCP30014;N-methyl-N-(1-naphthylmethyl)amine;NSC129392;STK728698;AKOS000129852;AB03923;AC-2115;CS-W007897;FS-1321;NSC 129392;N-METHYL-1-NAPHTHALENMETHYLAMINE;SY017660;AM20050281;FT-0637091;FT-0672629;M0983;EN300-35038;F16464;AB00633513-02;N-METHYL-C-(NAPHTHALEN-1-YL)METHANAMINE;W-108146;Q27276647;TERBINAFINE HYDROCHLORIDE IMPURITY A [EP IMPURITY];TERBINAFINE HYDROCHLORIDE IMPURITY, N-METHYL-C-(NAPHTHALEN-1-YL)METHANAMINE- [USP IMPURITY]

Chemical Property of N-Methyl-N-naphthylmethylamine

Chemical Property:

• Vapor Pressure: 0.00242mmHg at 25°C
• Melting Point: 189.5-190 °C
• Refractive Index: 1.609
• Boiling Point: 287.873 °C at 760 mmHg
• PKA: 9.38±0.10(Predicted)
• Flash Point: 146.629 °C
• PSA: 12.03000
• Density: 1.036 g/cm³
• LogP: 2.95010
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 171.104799419
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

Methyl-1-naphthalenemethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCC1=CC=CC2=CC=CC=C21
• Uses: 1-Methyl-aminomethyl naphthalene has been used as reagent for the determination of isocyanates in air by UV or fluorescence detection. 1-Methyl-aminomethyl naphthalene has been used in the preparation of key intermediate required for the synthesis of terbinafine. Terbinafine EP Impurity A. Terbinafine BP Impurity A. Terbinafine USP Related Compound A

Technology Process of N-Methyl-N-naphthylmethylamine

There total 20 articles about N-Methyl-N-naphthylmethylamine 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: 97.0%

N-methyl-1-naphthalenecarboxamide (3400-33-7) → N-methyl-1-naphthalenemethylamine (14489-75-9)

Guidance literature:

N-methyl-1-naphthalenecarboxamide; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Heating / reflux;

With water; ammonium chloride; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 97.0%

2,2,2-Trifluoro-N-methyl-N-naphthalen-1-ylmethyl-acetamide (135679-81-1) → N-methyl-1-naphthalenemethylamine (14489-75-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)86465-6

Reference yield: 91.9%

methylaminomethanol (3400-38-2) + 1-Chloromethylnaphthalene (86-52-2) → N-methyl-1-naphthalenemethylamine (14489-75-9)

Guidance literature:

With triethylamine; In methanol;

upstream raw materials:

1-naphthaldehyde

methylamine

1-Chloromethylnaphthalene

methylamine hydrochloride

Downstream raw materials:

2-fluoro-N-methyl-N-(naphthalen-1-ylmethyl)ethanamine

methyl-[1]naphthylmethyl-(4-phenyl-benzyl)-amine

3--1-(4-fluorophenyl)-1-propanone

3--1-(4-chlorophenyl)-1-propanone

Refernces

• 1、 -. "New synthesis process of naftifine drug intermediate N-methyl-1-naphthalenemethylamine". Paragraph 0024-0033. . Retrieved 2021/03/30.
• 2、 Jin, You-Xiang,Yu, Bang-Kui,Qin, Si-Ping,Tian, Shi-Kai. "Epoxide-Mediated Stevens Rearrangements of α-Amino-Acid-Derived Tertiary Allylic, Propargylic, and Benzylic Amines: Convenient Access to Polysubstituted Morpholin-2-ones". supporting information. p. 5169 - 5172. Retrieved 2019/03/28.