5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)

Base Information

Chemical Name:5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)
CAS No.:81732-49-2
Molecular Formula:C14H17BrN2O5
Molecular Weight:373.203
Hs Code.:
European Community (EC) Number:279-805-6
DSSTox Substance ID:DTXSID90231301
Nikkaji Number:J296.110E
Wikidata:Q83112179
Mol file:81732-49-2.mol

Synonyms:5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate);81732-49-2;EINECS 279-805-6;[3-(2-bromoacetyl)-5-(dimethylcarbamoyloxy)phenyl] N,N-dimethylcarbamate;Bis(dimethylcarbamic acid)5-bromoacetyl-1,3-phenylene ester;C14H17BrN2O5;DTXSID90231301;BCP31247

Suppliers and Price of 5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
N,?N-?Dimethyl-carbamicAcidC,?C''-?[5-?(2-?Bromoacetyl)?-?1,?3-?phenylene]Ester
500mg
$ 1255.00

Total 10 raw suppliers

Chemical Property of 5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Refractive Index:1.563
Boiling Point:473.528°C at 760 mmHg
Flash Point:240.181°C
PSA：76.15000
Density:1.453g/cm³
LogP:2.38500
XLogP3:1.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:372.03208
Heavy Atom Count:22
Complexity:398

Purity/Quality:

99.9% ^*data from raw suppliers

N,?N-?Dimethyl-carbamicAcidC,?C''-?[5-?(2-?Bromoacetyl)?-?1,?3-?phenylene]Ester ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CN(C)C(=O)OC1=CC(=CC(=C1)C(=O)CBr)OC(=O)N(C)C
Uses N,?N-?Dimethyl-carbamic Acid C,?C''-?[5-?(2-?Bromoacetyl)?-?1,?3-?phenylene] Ester is an intermediate in synthesizing 1-Keto Bambuterol Hydrochloride (K171500), a Bambuterol (B117500) impurity.

Technology Process of 5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate)

There total 3 articles about 5-(Bromoacetyl)-1,3-phenylene bis(dimethylcarbamate) 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: 80.0%

: 81732-48-1
bis-3,5-(N,N-dimethylcarbamoyloxy)-acetophenone

: 81732-49-2
1-[bis-3′,5′-(N,N-dimethylcarbamoyloxy)-phenyl]-2-bromoethanone

Guidance literature:: With copper(I) bromide; In chloroform; ethyl acetate; for 5h; Reflux;
DOI:10.1021/jm300289k

Reference yield:

: 51863-60-6
3,5-dihydroxyacetophenone

: 81732-49-2
1-[bis-3′,5′-(N,N-dimethylcarbamoyloxy)-phenyl]-2-bromoethanone

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; potassium carbonate sesquihydrate; potassium carbonate / water; ethyl acetate / 3.5 h / 70 °C

2: copper(I) bromide / chloroform; ethyl acetate / 5 h / Reflux

With pyridine; potassium carbonate sesquihydrate; potassium carbonate; copper(I) bromide; In chloroform; water; ethyl acetate;
DOI:10.1021/jm300289k

Reference yield:

: 35086-59-0
1-(3',5'-diacetoxyphenyl)ethanone

: 81732-49-2
1-[bis-3′,5′-(N,N-dimethylcarbamoyloxy)-phenyl]-2-bromoethanone

Guidance literature:: Multi-step reaction with 3 steps

1: immobilized Burkholderia cepacia lipase (Amano PS-IM) / isopropyl alcohol; tetrahydrofuran / 60 h / 20 °C / Inert atmosphere; Enzymatic reaction

2: potassium carbonate / N,N-dimethyl-formamide / 6.5 h / 20 °C

3: bromine / acetic acid / 1.17 h / 0 - 20 °C

With bromine; potassium carbonate; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.molcatb.2013.08.003