a-Tosyl-(4-bromobenzyl) isocyanide

Base Information

• Chemical Name: a-Tosyl-(4-bromobenzyl) isocyanide
• CAS No.: 655254-61-8
• Molecular Formula: C15H12 Br N O2 S
• Molecular Weight: 350.23
• Hs Code.: 2930909899
• DSSTox Substance ID: DTXSID30378067
• Mol file: 655254-61-8.mol

Synonyms:655254-61-8;a-Tosyl-(4-bromobenzyl) isocyanide;a-Tosyl-(4-bromobenzyl)isocyanide;4-Bromo-1-[isocyano-(toluene-4-sulfonyl)-methyl]-benzene;1-[(4-bromophenyl)-isocyanomethyl]sulfonyl-4-methylbenzene;1-bromo-4-(isocyano(tosyl)methyl)benzene;4-Bromo-1-[isocyano-(toluene-4-sulfonyl)methyl]benzene;MFCD04114782;(4-Bromophenyl)(isocyano)methyl 4-methylphenyl sulphone;SCHEMBL4799859;4-Bromo-1-[isocyano(toluene-4-sulphonyl)]methylbenzene;DTXSID30378067;AMMDZRMHSZRYRW-UHFFFAOYSA-N;(4-BROMOPHENYL)(ISOCYANO)METHYL 4-METHYLPHENYL SULFONE;AMY21491;AKOS005257327;AB18973;DS-8563;A8883;FT-0604147;ALPHA-TOSYL-(4-BROMOBENZYL) ISOCYANIDE;1-Bromo-4-[isocyano(4-methylbenzene-1-sulfonyl)methyl]benzene

Chemical Property of a-Tosyl-(4-bromobenzyl) isocyanide

Chemical Property:

• PSA: 42.52000
• LogP: 4.46080
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 348.97721
• Heavy Atom Count: 20
• Complexity: 460

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-1-[isocyano-(toluene-4-sulfonyl)-methyl]-benzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)C(C2=CC=C(C=C2)Br)[N+]#[C-]

Technology Process of a-Tosyl-(4-bromobenzyl) isocyanide

There total 2 articles about a-Tosyl-(4-bromobenzyl) isocyanide 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: 53.0%

N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide (655254-74-3) → 1-bromo-4-(isocyano(tosyl)methyl)benzene (655254-61-8)

Guidance literature:

With 2,6-dimethylpyridine; trichlorophosphate; In tetrahydrofuran; at -10 - 20 ℃; for 16h;

DOI:10.1021/acs.jmedchem.1c01779

Reference yield:

p-toluene sulfinic acid (536-57-2) + 4-bromo-benzaldehyde (1122-91-4) → 1-bromo-4-(isocyano(tosyl)methyl)benzene (655254-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / 18 h / 60 °C

2: trichlorophosphate; 2,6-dimethylpyridine / tetrahydrofuran / 16 h / -10 - 20 °C

With 2,6-dimethylpyridine; camphor-10-sulfonic acid; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/acs.jmedchem.1c01779

Reference yield: 68.0%

1-bromo-4-(isocyano(tosyl)methyl)benzene (655254-61-8) + tert-butyl 4-(((2-(methylthio)pyrimidin-4-yl)-methylene)amino)piperidine-1-carboxylate → C24H28BrN5O2S

Guidance literature:

With potassium carbonate; In acetonitrile; at 40 ℃; for 16h;

DOI:10.1021/acs.jmedchem.1c01779

upstream raw materials:

N-[(4-bromophenyl)(toluene-4-sulfonyl)methyl]formamide

p-toluene sulfinic acid

4-bromo-benzaldehyde

Downstream raw materials:

C₂₉H₂₉BrN₄O₄

Refernces