N-(benzotriazol-1-ylmethyl)-N-methylaniline

Base Information

• Chemical Name: N-(benzotriazol-1-ylmethyl)-N-methylaniline
• CAS No.: 15497-51-5
• Molecular Formula: C14H14 N4
• Molecular Weight: 238.292
• Hs Code.: 2933990090
• European Community (EC) Number: 630-871-8
• DSSTox Substance ID: DTXSID60393329
• Nikkaji Number: J650.811A
• Wikidata: Q82192074
• Mol file: 15497-51-5.mol

Synonyms:15497-51-5;N-(benzotriazol-1-ylmethyl)-N-methylaniline;N-((1H-Benzo[d][1,2,3]triazol-1-yl)methyl)-N-methylaniline;1H-Benzotriazole-1-methanamine, N-methyl-N-phenyl-;BIDD:GT0049;SCHEMBL3343750;N-(1H-1,2,3-Benzotriazol-1-ylmethyl)-N-methylaniline;DTXSID60393329;AKOS015889154;N,methyl-N-phenylbenzotriazolemethanamine;1-[(N-Methylanilino)methyl]-1H-benzotriazole;N-[(1H-Benzotriazol-1-yl)methyl]-N-methylaniline;J-009162

Chemical Property of N-(benzotriazol-1-ylmethyl)-N-methylaniline

Chemical Property:

• Melting Point: 58-70 °C(lit.)
• PSA: 33.95000
• LogP: 2.52520
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 238.121846464
• Heavy Atom Count: 18
• Complexity: 265

Purity/Quality:

97% ^*data from raw suppliers

N-Methyl-N-phenylbenzotriazolemethanamine, mixture of Bt1 and Bt2 isomers ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CN1C2=CC=CC=C2N=N1)C3=CC=CC=C3

Technology Process of N-(benzotriazol-1-ylmethyl)-N-methylaniline

There total 5 articles about N-(benzotriazol-1-ylmethyl)-N-methylaniline 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: 88.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + N,N-dimethyl-aniline (121-69-7,77733-26-7) → N-((1H-benzo(d)(1,2,3)triazol-1-yl)methyl)-N-methylaniline (15497-51-5)

Guidance literature:

With tert.-butylhydroperoxide; copper(I) sulfide; In decane; at 20 - 90 ℃; for 1h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b00107

Reference yield: 64.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-methylaniline (100-61-8) → N-((1H-benzo(d)(1,2,3)triazol-1-yl)methyl)-N-methylaniline (15497-51-5)

Guidance literature:

1.) methanol, water, 7 h, 2.) Et₂O, reflux, overnight;

Reference yield:

1,2,3-Benzotriazole (95-14-7,27556-51-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-methylaniline (100-61-8) → N-benzotriazol-2-ylmethyl-N-methyl-aniline (121238-97-9) + N-((1H-benzo(d)(1,2,3)triazol-1-yl)methyl)-N-methylaniline (15497-51-5)

Guidance literature:

In diethyl ether; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) 22 deg C, 2 h, 2.) -5 deg C, 16 h;

DOI:10.1021/jo00113a043

upstream raw materials:

1,2,3-Benzotriazole

formaldehyd

N-methylaniline

1-Hydroxymethyl-1H-benzotriazole

Downstream raw materials:

1,3-Dimethyl-4-(phenylamino)-1,2-dihydroquinoline

1-Methyl-4-(phenylamino)-3-(phenylmethyl)-1,2-dihydroquinoline

1-Methyl-4-(phenylamino)-3-propyl-1,2-dihydroquinoline