9,10-Dihydro-10-phenylacridine

Base Information

• Chemical Name: 9,10-Dihydro-10-phenylacridine
• CAS No.: 10336-24-0
• Molecular Formula: C19H15N
• Molecular Weight: 257.335
• Mol file: 10336-24-0.mol

Synonyms:N-phenylacridane;10-phenyl-9,10-dihydro-acridine;10-Phenyl-9,10-dihydro-acridin;9-phenylacridan;10-Phenyl-acridan;N-phenylacridan;

Chemical Property of 9,10-Dihydro-10-phenylacridine

Chemical Property:

• PSA: 3.24000
• LogP: 5.12560

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,10-Dihydro-10-phenylacridine

There total 9 articles about 9,10-Dihydro-10-phenylacridine 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: 98.0%

10-phenylacridin-9(10H)-one (5472-23-1) → 10-phenyl-9,10-dihydroacridine (10336-24-0)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; for 1h; Reflux;

DOI:10.1002/anie.201411726

Reference yield: 76.0%

bromobenzene (108-86-1,52753-63-6) + acridine (92-81-9) → 10-phenyl-9,10-dihydroacridine (10336-24-0)

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; palladium diacetate; In toluene; at 130 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201000711

Reference yield:

dichloromethane (75-09-2) + N,N-diphenylaminobenzene (603-34-9) → N-phenylcarbazole (1150-62-5) + 10-phenyl-9,10-dihydroacridine (10336-24-0) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) + diphenylamine (122-39-4)

Guidance literature:

With aluminium trichloride; at 70 ℃; for 2h; Further byproducts given. Title compound not separated from byproducts;

upstream raw materials:

dichloromethane

N,N-diphenylaminobenzene

pentan-1-ol

10-phenylacridin-9(10H)-one

Downstream raw materials:

rac-10-phenyl-9-(1'-oxocyclopent-2'-yl)acridane

N-phenyldibenzazepine

10-phenylacridin-9(10H)-one

dimethyl 2-(10-phenyl-9,10-dihydroacridin-9-yl)malonate

Refernces

• 1、 Li, Weiyu,Xu, Hao,Zhou, Lei. "Acid-catalyzed oxidative cross-coupling of acridans with silyl diazoenolates and a Rh-catalyzed rearrangement: two-step synthesis of γ-(9-acridanylidene)-β-keto esters". supporting information. p. 5649 - 5657. Retrieved 2021/07/02.
• 2、 Zhang, Bo,Cui, Yuxin,Jiao, Ning. "Metal-free TEMPO-catalyzed oxidative C-C bond formation from Csp 3-H bonds using molecular oxygen as the oxidant". scheme or table. p. 4498 - 4500. Retrieved 2012/06/01.