N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 83491-16-1
• Molecular Formula: C16H16N2O
• Molecular Weight: 252.316
• DSSTox Substance ID: DTXSID10355598
• Nikkaji Number: J1.584.437J
• Wikidata: Q82134604
• ChEMBL ID: CHEMBL1409472
• Mol file: 83491-16-1.mol

Synonyms:N-phenyl-3,4-dihydro-2(1H)-isoquinolinecarboxamide;N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline;83491-16-1;ST009797;CBMicro_030430;Cambridge id 6119937;Oprea1_261134;Oprea1_431572;MLS000121400;CHEMBL1409472;SCHEMBL10226339;3,4-Dihydro-1H-isoquinoline-2-carboxylic acid phenylamide;DTXSID10355598;RMZWDJQFNRZMOQ-UHFFFAOYSA-N;HMS2327F11;STK409684;AKOS002845429;SMR000118813;BIM-0030674.P001;N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide;Z44585093

Chemical Property of N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 252.126263138
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CC2=CC=CC=C21)C(=O)NC3=CC=CC=C3

Technology Process of N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline

There total 16 articles about N-phenylcarbamoyl-1,2,3,4-tetrahydroisoquinoline 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: 100.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + phenyl isocyanate (103-71-9) → N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide (83491-16-1)

Guidance literature:

1,2,3,4-tetrahydroisoquinoline; phenyl isocyanate; In dichloromethane; at 60 ℃;

With isatoic anhydride-N-(CH₂)3-C₈F₁₇; In dichloromethane; at 60 ℃; for 2.5h;

DOI:10.1016/S0040-4039(03)00178-3

Reference yield: 94.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + 2,2,2-trichloroethyl-N-phenyl carbamate (42864-21-1) → N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide (83491-16-1)

Guidance literature:

1,2,3,4-tetrahydroisoquinoline; With bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct; In toluene; at 40 ℃; for 0.5h;

2,2,2-trichloroethyl-N-phenyl carbamate; In toluene; for 3h;

DOI:10.1071/CH15675

Reference yield: 85.0%

hexamethylenetetramine (100-97-0) + NSC 131953 (18006-56-9) → N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide (83491-16-1)

Guidance literature:

In acetic acid; trifluoroacetic acid; for 0.5h; Heating;

upstream raw materials:

decahydroisoquinoline

phenyl isocyanate

hexamethylenetetramine

NSC 131953