(4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone

Base Information

• Chemical Name: (4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone
• CAS No.: 69380-12-7
• Molecular Formula: C₁₈H₁₈N₂O
• Molecular Weight: 278.354
• DSSTox Substance ID: DTXSID101163866
• Wikidata: Q107894738
• Mol file: 69380-12-7.mol

Synonyms:SCHEMBL9092780;ZBQKMEILFXHNME-UHFFFAOYSA-N;DTXSID101163866;(4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone;69380-12-7;1-benzoyl-4-amino-1,2,2a,3,4,5-hexahydrobenz-[cd]indole;1-benzoyl-4-amino-1,2,2a,3,4,5-hexahydrobenz[cd]indole;1-benzoyl-4-(amino)-1,2,2a,3,4,5-hexahydrobenz[cd]indole

Chemical Property of (4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 278.141913202
• Heavy Atom Count: 21
• Complexity: 404

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(CC2=C3C1CN(C3=CC=C2)C(=O)C4=CC=CC=C4)N

Technology Process of (4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone

There total 4 articles about (4-Amino-2a,3,4,5-tetrahydrobenz[cd]indol-1(2H)-yl)phenylmethanone 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: 68.7%

→ 4-amino-1-benzoyl-1,2,2a,3,4,5-hexahydro-benz[cd]indole (69380-12-7)

Guidance literature:

Reference yield: 64.0%

1-benzoyl-1,2,2a,3-tetrahydrobenzindol-4-(5H)-one (51867-06-2) → 4-amino-1-benzoyl-1,2,2a,3,4,5-hexahydro-benz[cd]indole (69380-12-7)

Guidance literature:

With ammonium acetate; sodium cyanoborohydride; In methanol; at 25 ℃; for 22h;

DOI:10.1021/jm00179a003

Reference yield:

1-benzoyl-4,5-epoxy-1,2,2a,3,4,5-hexahydrobenzindole (39890-59-0) → 4-amino-1-benzoyl-1,2,2a,3,4,5-hexahydro-benz[cd]indole (69380-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / ZnI₂ / benzene / 1.5 h / Heating

2: 64 percent / NH₄OAc, NaCNBH₃ / methanol / 22 h / 25 °C

With ammonium acetate; sodium cyanoborohydride; zinc(II) iodide; In methanol; benzene;

DOI:10.1021/jm00179a003

upstream raw materials:

1-benzoyl-1,2,2a,3-tetrahydrobenzindol-4-(5H)-one

1-benzoyl-4,5-epoxy-1,2,2a,3,4,5-hexahydrobenzindole

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole

Downstream raw materials:

1-Benzoyl-4-(4-fluorophenylsulphonamido)1,2,2a,3,4,5-hexahydrobenz[c,d]indole

(+/-)-1-benzoyl-4-di-n-propylamino-1,2,2a,3,4,5-hexahydrobenz[c,d]indole

(4-Dimethylamino-2a,3,4,5-tetrahydro-2H-benzo[cd]indol-1-yl)-phenyl-methanone