4-(Tert-butyldimethylsilyl)oxy-2-nitroaniline

Base Information

• Chemical Name: 4-(Tert-butyldimethylsilyl)oxy-2-nitroaniline
• CAS No.: 215656-99-8
• Molecular Formula: C12H20N2O3Si
• Molecular Weight: 268.388
• DSSTox Substance ID: DTXSID20476384
• Wikidata: Q82307604
• Mol file: 215656-99-8.mol

Synonyms:215656-99-8;4-(TERT-BUTYLDIMETHYLSILYL)OXY-2-NITROANILINE;4-{[Tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline;4-[tert-butyl(dimethyl)silyl]oxy-2-nitroaniline;4-((tert-Butyldimethylsilyl)oxy)-2-nitroaniline;4-[(TERT-BUTYLDIMETHYLSILYL)OXY]-2-NITROANILINE;4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-2-nitro-benzenamine;SCHEMBL5228156;DTXSID20476384;IYNJDAOTEAHWJH-UHFFFAOYSA-N;2-nitro-4-(dimethyl-t-butylsiloxy)aniline;4-(Dimethyl-t-butylsiloxy)-2-nitroaniline;2-nitro-4-(dimethyl-t-butylsiloxy)-aniline;FT-0664090;2-nitro-4-(tert-butyldimethylsilyloxy)aniline;4-(tert-butyldimethylsilyloxy)-2-nitroaniline;4-(tert-butyldimethylsilyloxy) -2-nitroaniline;4-(tert-butyldimethylsilyloxy)-2-nitrobenzenamine;EN300-18810287;A1-25558

Chemical Property of 4-(Tert-butyldimethylsilyl)oxy-2-nitroaniline

Chemical Property:

• Boiling Point: 353.1±27.0 °C(Predicted)
• PKA: 0.95±0.10(Predicted)
• PSA: 81.07000
• Density: 1.091±0.06 g/cm3(Predicted)
• LogP: 4.66540
• Solubility.: Dichloromethane, Methanol
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 268.12431904
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

97% ^*data from raw suppliers

4-(tert-Butyldimethylsilyl)oxy-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[Si](C)(C)OC1=CC(=C(C=C1)N)[N+](=O)[O-]
• Uses: Intermediate in the production of antithrombotic agents.

Technology Process of 4-(Tert-butyldimethylsilyl)oxy-2-nitroaniline

There total 2 articles about 4-(Tert-butyldimethylsilyl)oxy-2-nitroaniline 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: 100.0%

4-hydroxy-2-nitroaniline (610-81-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline (215656-99-8)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield: 100.0%

4-hydroxy-2-nitroaniline (610-81-1) → 4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline (215656-99-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 94.0%

3-cyanobenzoyl chloride (1711-11-1) + 4-{[tert-butyl(dimethyl)silyl]oxy}-2-nitroaniline (215656-99-8) → N-(3-cyanobenzoyl)-2-nitro-4-(tert-butyldimethylsilyloxy)aniline (219518-89-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm9903287

upstream raw materials:

4-hydroxy-2-nitroaniline

tert-butyldimethylsilyl chloride

Downstream raw materials:

N-(3-cyanobenzoyl)-2-nitro-4-(tert-butyldimethylsilyloxy)aniline

N₁-(3-cyanobenzoyl)-4-(dimethyl-t-butylsiloxy)-1,2-benzenediamine

N¹-(3-cyanobenzoyl)-N²-(4-isopropylbenzoyl)-4-hydroxy-1,2-benzenediamine

N¹-(3-(amino(hydroxyimino)methyl)benzoyl)-N²-(4-iso-propylbenzoyl)-4-hydroxy-1,2-benzenediamine