150630-10-7

Basic information

• Product Name: Benzoic acid, 4,4'-[iminobis(methylene)]bis-, dimethyl ester
• CAS NO: 150630-10-7
• Molecular Formula: C18H19NO4
• Molecular Weight: 313.353
• Mol File: 150630-10-7.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4,4'-[iminobis(methylene)]bis-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4,4'-[iminobis(methylene)]bis-, dimethyl ester(150630-10-7)
• EPA Substance Registry System: Benzoic acid, 4,4'-[iminobis(methylene)]bis-, dimethyl ester(150630-10-7)

Safety Data

• Hazardous Substances Data: 150630-10-7(Hazardous Substances Data)

Upstream product

• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 1129-35-7 4-cyanobenzoic acid methyl ester 
• 18469-52-8 methyl 4-(aminomethyl)benzoate 
• 1571-08-0 methyl 4-formylbenzoate 
• 14900-61-9 bis(4-carboxy-benzyl)amine 
• 180397-75-5 methyl (N)-4-(((4-(methoxycarbonyl)benzyl)imino)methyl)benzoate 

Downstream Products

• 199982-17-7 N-(tert-butoxycarbonyl)bis(4-formylbenzyl)amine 
• 797-21-7 1,2-bis(4-methoxycarbonylphenyl)ethane 
• 180397-94-8 Bis-(4-azidomethyl-benzyl)-carbamic acid tert-butyl ester 
• 180397-92-6 N-(tert-butoxycarbonyl)bis[4-(hydroxymethyl)benzyl]amine 
• 180397-93-7 Bis-(4-chloromethyl-benzyl)-carbamic acid tert-butyl ester 
• 228546-60-9 ((azanediylbis(methylene))bis(4,1-phenylene))dimethanol 
• 180397-91-5 N-(tert-butoxycarbonyl)bis(4-carbomethoxybenzyl)amine 
• 1571-08-0 methyl 4-formylbenzoate 

Relevant articles and documents

Chemoselective transfer hydrogenation of nitriles to secondary amines with nickel(II) catalysts

Herein we report the selective transfer hydrogenation (TH) of nitriles to secondary (2°) amines with simple Ni(II)-catalysts using ammonia borane (AB) as a source of hydrogen (H2). A bis(pyrazolylmethyl)pyridine (L1) or ethylenediamine (L4) ligated Ni(II) pre-catalyst, created in situ, could hydrogenate several aromatic- and aliphatic nitriles in full conversions and isolated yields of up to 88% under ambient temperature and in very short reaction times. Deuterium labelling experiments illustrated the incorporation of a proton on the nitrogen and hydride on the α-carbon of dibenzylamine. Using α-picoline borane, containing no dissociable protons, assisted with the postulation of a two-step TH mechanism of benzonitrile. AB was subjected to dehydrogenation and it was observed that a maximum of 2.96 equivalents of H2 gas could be generated from NiCl2?6H2O/L1.

Selective Synthesis of Secondary Amines from Nitriles by a User-Friendly Cobalt Catalyst

Selective hydrogenation/reductive amination of nitriles to secondary amines catalyzed by an inexpensive and user-friendly cobalt complex, (Xantphos)CoCl2, is reported. The use of (Xantphos)CoCl2 and ammonia borane (NH3?BH3) combination affords the selective reduction of nitriles to symmetrical secondary amines, whereas the employment of (Xantphos)CoCl2 and dimethylamine borane (Me2NH?BH3) along with external amines produce unsymmetrical secondary amines and tertiary amines. The general applicability of this methodology is demonstrated by the synthesis of 43 symmetrical and unsymmetrical secondary and tertiary amines bearing diverse functionalities. (Figure presented.).

Mild and Selective Cobalt-Catalyzed Chemodivergent Transfer Hydrogenation of Nitriles

Herein, we describe a selective cobalt-catalyzed chemodivergent transfer hydrogenation of nitriles to synthesize primary, secondary, and tertiary amines. The solvent effect plays a key role for the selectivity control. The general applicability of this procedure was highlighted by the synthesis of more than 70 amine products bearing various functional groups in high chemoselectivity. Moreover, this mild system achieved >2000 TONs (turnover numbers) for the transfer hydrogenation of nitriles.