N-benzyloxymethyl-2,3-dibromomaleimide

Base Information

• Chemical Name: N-benzyloxymethyl-2,3-dibromomaleimide
• CAS No.: 102147-52-4
• Molecular Formula: C12H9Br2NO3
• Molecular Weight: 375.016
• DSSTox Substance ID: DTXSID20455997
• Nikkaji Number: J1.239.375J
• Mol file: 102147-52-4.mol

Synonyms:N-benzyloxymethyl-2,3-dibromomaleimide;102147-52-4;SCHEMBL5828559;DTXSID20455997;XLZSMTKWGJDOHY-UHFFFAOYSA-N;1-[(Benzyloxy)methyl]-3,4-dibromo-3-pyrroline-2,5-dione

Chemical Property of N-benzyloxymethyl-2,3-dibromomaleimide

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 374.89287
• Heavy Atom Count: 18
• Complexity: 365

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCN2C(=O)C(=C(C2=O)Br)Br

Technology Process of N-benzyloxymethyl-2,3-dibromomaleimide

There total 2 articles about N-benzyloxymethyl-2,3-dibromomaleimide 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: 94.0%

2,3-dibromomaleimide (1122-10-7) + Benzyloxymethyl chloride (3587-60-8) → N-benzyloxymethyl-3,4-dibromomaleimide (102147-52-4)

Guidance literature:

2,3-dibromomaleimide; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 0 ℃; for 1h; Inert atmosphere;

Benzyloxymethyl chloride; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 2h;

Reference yield: 94.0%

2,3-dibromomaleimide (1122-10-7) + 1-chloromethyl 2-phenylethyl ether (3587-61-9) → N-benzyloxymethyl-3,4-dibromomaleimide (102147-52-4)

Guidance literature:

2,3-dibromomaleimide; With sodium hydride; In N,N-dimethyl-formamide; paraffin oil; at 0 ℃; for 1h; Inert atmosphere;

1-chloromethyl 2-phenylethyl ether; In N,N-dimethyl-formamide; paraffin oil; at 20 ℃; for 2h;

Reference yield: 94.0%

indole (120-72-9) + N-benzyloxymethyl-3,4-dibromomaleimide (102147-52-4) → 1-<(benzyloxy)methyl>-4-bromo-3,4-dihydro-3-<1H-indol-3-yl>-1H-pyrrole-2,5-dione (160256-56-4)

Guidance literature:

indole; With magnesium; In tetrahydrofuran; ethyl bromide; at 40 ℃; for 1h; Inert atmosphere;

N-benzyloxymethyl-3,4-dibromomaleimide; In tetrahydrofuran; ethyl bromide; at 20 ℃; for 4h;

upstream raw materials:

2,3-dibromomaleimide

Benzyloxymethyl chloride

1-chloromethyl 2-phenylethyl ether

Downstream raw materials:

1-Benzyloxymethyl-3-bromo-4-(7-chloro-1H-indol-3-yl)-pyrrole-2,5-dione

1-Benzyloxymethyl-3,4-bis-(7-chloro-1H-indol-3-yl)-pyrrole-2,5-dione

1-<(benzyloxy)methyl>-4-bromo-3,4-dihydro-3-<1H-indol-3-yl>-1H-pyrrole-2,5-dione

3-(7-benzyloxy-1H-indol-3-yl)-1-benzyloxymethyl-4-bromo-pyrrole-2,5-dione