91-00-9 Usage
Description
Aminodiphenylmethane, also known as Benzhydrylamine, is a fine-chemical intermediate with a colorless liquid appearance. It is a versatile compound that serves as an active pharmaceutical ingredient intermediate and a building block for chemical synthesis.
Uses
Used in Pharmaceutical Industry:
Aminodiphenylmethane is used as an active pharmaceutical ingredient intermediate for chiral resolution, playing a crucial role in the development of pharmaceuticals with specific therapeutic effects.
Used in Chemical Synthesis:
Aminodiphenylmethane is used as a building block for chemical synthesis, enabling the creation of various compounds and contributing to the advancement of the chemical industry.
Used in Furan-2-carboxylic Acid Benzhydrylamide Preparation:
Aminodiphenylmethane is used as a reactant in the preparation of furan-2-carboxylic acid benzhydrylamide by reacting with furan-2-carbonyl chloride, which is an important step in the synthesis of certain pharmaceuticals and chemical products.
Synthesis
1) synthesis of diphenylketoximeAfter benzophenone 10g, oxammonium hydrochloride 6g, 95% ethanol 20mL are put into reaction flask stirring and dissolving, gradation adds sodium hydrate solid 11g.Finish, reaction solution is heated to 88 DEG C of reaction 2h, then pours in dilute hydrochloric acid solution by reaction solution, occurs white solid, filter to obtain diphenylketoxime 10.7g, yield 99%.2) synthesis of benzhydrylamineDiphenylketoxime 0.25g, 95% ethanol 5mL are put into reaction flask, after solution change is clear, adds concentration into 5 × 10 7cFU/mL waxy Bacillus solution 50mL, constant temperature 30 DEG C (rotating speed 200r/min) oscillatory reaction in shaking table.TLC detect without raw material time, add appropriate diatomite in reaction solution and carry out centrifugation, get supernatant liquid acidifying, with dichloromethane extraction, aqueous layer basified and with dichloromethane extraction concentrate to obtain benzhydrylamine 9.0g, yield 91%.
Purification Methods
Crystallise the amine from H2O. The free base absorbs CO2 from the atmosphere; store it accordingly. The hydrochloride M 219.7 m 293-295o, crystallises from H2O. [Beilstein 12 H 1323, 12 IV 3282.]
Check Digit Verification of cas no
The CAS Registry Mumber 91-00-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 1 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 91-00:
(4*9)+(3*1)+(2*0)+(1*0)=39
39 % 10 = 9
So 91-00-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H13N/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10,13H,14H2/p+1
91-00-9Relevant articles and documents
Trihydroborates and Dihydroboranes Bearing a Pentacoordinated Phosphorus Atom: Double Ring Expansion To Balance the Coordination States
Kano, Naokazu,O'Brien, Nathan J.,Uematsu, Ryohei,Ramozzi, Romain,Morokuma, Keiji
, p. 5882 - 5885 (2017)
The first trihydroborate bearing a pentacoordinated phosphorus atom was synthesized as a new P?B bonded compound. Hydride abstraction of the trihydroborate gave an intermediary dihydroborane, which showed hydroboration reactivity and was trapped with pyridine whilst maintaining the P?B bond. The dihydroborane underwent a rearrangement, which involved a double ring expansion to compensate for the unbalanced coordination states of the phosphorus and boron atoms, to give a new fused bicyclic phosphine-boronate.
A convenient Hofmann reaction of carboxamides and cyclic imides mediated by trihaloisocyanuric acids
Bastos, Gustavo A.,de Mattos, Marcio C.S.
, (2021/09/29)
A simple, efficient and pot-economic approach in a single vessel has been developed for conversion of aromatic and aliphatic carboxamides into primary amines with one fewer carbom atom (Hofmann reaction) in 38–89 % yield by reacting with trichloro- or tribromoisocyanuric acid and sodium hydroxide in aqueous acetonitrile. Under the same reaction conditions, cyclic imides gave amino acids (69–83 %). The role of the trihaloisocyanuric acids is the in situ generation of N-haloamides, key-intermediates for the Hofmann reaction. The scalability of the methodology was demonstrated by a multigram-scale transformation of phthalimide into anthranilic acid in 77 % yield.
Electrochemical Oxidative C(sp3)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine
Kong, Xianqiang,Tian, Yan,Chen, Xiaohui,Chen, Yiyi,Wang, Wei
, p. 13610 - 13617 (2021/10/01)
Herein, we report an efficient electrochemical method for the synthesis of N-alkylated sulfoximines by electrochemical oxidative C(sp3)-H/N-H coupling of sulfoximines and diarylmethanes. In addition, we used the same conditions for electrochemical dehydrogenative amination of diarylmethanes with benzophenone imine as an aminating agent. The reactions showed good functional group tolerance and afforded the corresponding products in moderate to good yields without the use of a stoichiometric oxidant, a metal catalyst, or an activating agent.
