Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester

Base Information

• Chemical Name: Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester
• CAS No.: 61733-90-2
• Molecular Formula: C14H14BCl2NO
• Molecular Weight: 293.988
• DSSTox Substance ID: DTXSID30431520
• Nikkaji Number: J1.739.726E
• Wikidata: Q82245432
• Mol file: 61733-90-2.mol

Synonyms:61733-90-2;Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester;SCHEMBL4168723;DTXSID30431520;2-[Bis(4-chlorophenyl)boryloxy]ethanamine

Chemical Property of Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 293.0545496
• Heavy Atom Count: 19
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)Cl)(C2=CC=C(C=C2)Cl)OCCN

Technology Process of Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester

There total 5 articles about Borinic acid, bis(4-chlorophenyl)-, 2-aminoethyl ester 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: 69.0%

bromochlorobenzene (106-39-8) + Trimethyl borate (121-43-7,63156-11-6) + ethanolamine (141-43-5) → B-(2-aminoethoxy)bis(4-chlorophenyl)borane (61733-90-2)

Guidance literature:

bromochlorobenzene; Trimethyl borate; With iodine; magnesium; In tetrahydrofuran; at 40 ℃; for 2h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.5h; Inert atmosphere;

ethanolamine; In ethyl acetate; at 20 ℃; Inert atmosphere;

DOI:10.1039/c5cc06177f

Reference yield:

bromochlorobenzene (106-39-8) + ethanolamine (141-43-5) → B-(2-aminoethoxy)bis(4-chlorophenyl)borane (61733-90-2)

Guidance literature:

bromochlorobenzene; With magnesium; In tetrahydrofuran;

With boric acid tributyl ester; In tetrahydrofuran; diethyl ether; at -60 - 20 ℃; for 10h;

ethanolamine; at 20 ℃; for 2h;

DOI:10.3987/COM-02-9496

Reference yield:

cyclotriboric acid trimethyl ester (102-24-9) + (4-chlorphenyl)magnesium bromide (873-77-8) → B-(2-aminoethoxy)bis(4-chlorophenyl)borane (61733-90-2)

Guidance literature:

Behandeln des Reaktionsprodukts mit wss.HCl und mit 2-Amino-aethanol;

DOI:10.1021/ja01553a022

upstream raw materials:

cyclotriboric acid trimethyl ester

(4-chlorphenyl)magnesium bromide

ethanolamine

bromochlorobenzene

Downstream raw materials:

di-(p-chlorophenyl)borinic acid

4,4-dibenzyl-2,2-bis(4-chlorophenyl)-1,3-dioxa-4-azonia-2-boratacyclohexane

2,2-bis(4-chlorophenyl)-4,4-(3-oxapentamethylene)-1,3-dioxa-4-azonia-2-boratacyclohexane

2,2-bis(4-chlorophenyl)-4,4-tetramethylene-1,3-dioxa-4-azonia-2-boratacyclohexane

Refernces

• 1、 -. "DNA Methyltransferase inhibitors". Page 27. . Retrieved 2008/06/13.