718-36-5

Usage

Uses

Used in Pharmaceutical Industry:
P-Nitrobenzylidene tert-butylamine is used as a reagent for the synthesis of various drugs, playing a crucial role in the development of new pharmaceuticals.
Used in Dye and Pigment Production:
In the dye and pigment industry, P-Nitrobenzylidene tert-butylamine is utilized as a precursor for the production of dyes and pigments, contributing to the creation of a diverse range of colorants for various applications.

InChI:InChI=1/C11H14N2O2/c1-11(2,3)12-8-9-4-6-10(7-5-9)13(14)15/h4-8H,1-3H3/b12-8+

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 75-64-9 tert-butylamine 
• 576-26-1 2.6-dimethylphenol 
• 26378-36-9 2-tert-butyl-3-(4-nitrophenyl)-1,2-oxaziridine 
• 2078-54-8 2,6-diisopropylphenol 
• 110079-36-2 C₁₁H₁₅ClN₂O₂ 
• 75-18-3 dimethylsulfide 
• 3489-67-6 N-(t-butyl)-N-p-nitrobenzylamine 

Downstream Products

• 18885-93-3 4-tert-butyl-3-methyl-5-(4-nitro-phenyl)-4,5-dihydro-[1,2,4]oxadiazole 
• 131479-98-6 diethyl t-butylamino(4-nitrophenyl)methanephosphonate 
• 26378-36-9 (3S)-trans-2-tert-butyl-3-(4-nitro-phenyl)-oxaziridine 
• 7711-90-2 3-(4-nitrophenyl)-3H-diazirine 
• 555-16-8 4-nitrobenzaldehdye 
• 77621-69-3 C₃₅H₄₇NO₄ 
• 88343-92-4 2,6-Di-tert-butyl-4-[hydroxy-(4-nitro-phenyl)-methyl]-phenol 
• 1988-11-0 2,6-diisopropyl-1,4-benzoquinone 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 3585-88-4 N-tert-butyl-α-(4-nitrophenyl)nitrone 
• 3489-67-6 N-(t-butyl)-N-p-nitrobenzylamine 
• 42498-30-6 N-tert-butyl-4-nitrobenzamide 
• 40117-28-0 N-(4-methoxy)benzylidene-t-butylamine N-oxide 
• 153164-05-7 (E)-7-p-nitrobenzylidene-2H,6H-naphtho<1,8-b,c>furan-2,6-dione 

Relevant academic research and scientific papers

One-Pot Synthesis of Diazirines and 15N2-Diazirines from Ketones, Aldehydes and Derivatives: Development and Mechanistic Insight

Broad scope one-pot diazirine synthesis strategies have been developed using two different oxidants depending on the nature of the starting material. In all cases, an inexpensive commercial solution of ammonia (NH3) in methanol (MeOH) was emplo

Convenient fabrication of carbon doped WO3?x ultrathin nanosheets for photocatalytic aerobic oxidation of amines

It is an important chemical transformation for oxidation of amines to imines, on account of very important versatile applications of imines in organic synthesis. Here, we develop a convenient way to synthesize carbon doped WO3?x ultrathin nanos

Carbonylation Access to Phthalimides Using Self-Sufficient Directing Group and Nucleophile

Herein we report a novel palladium-catalyzed oxidative carbonylation reaction for the synthesis of phthalimides with high atom- and step-economy. In our strategy, the imine and H2O, which are generated in situ from the condensation of aldehyde and amine, serve as self-sufficient directing group and nucleophile, respectively. This method provides rapid access to phthalimides starting from readily available materials in a one-pot manner. Various phthalimide derivatives are constructed efficiently, including medicinally and biologically active phthalimide-containing compounds.

Structure-Reactivity Relationship in the Frustrated Lewis Pair (FLP)-Catalyzed Hydrogenation of Imines

The autoinduced, frustrated Lewis pair (FLP)-catalyzed hydrogenation of 16-benzene-ring substituted N-benzylidene-tert-butylamines with B(2,6-F2C6H3)3 and molecular hydrogen was investigated by kinetic analysis. The pKa values for imines and for the corresponding amines were determined by quantum-mechanical methods and provided a direct proportional relationship. The correlation of the two rate constants k1 (simple catalytic cycle) and k2 (autoinduced catalytic cycle) with pKa difference between imine and amine pairs (ΔpKa) or Hammett's σ parameter served as useful parameters to establish a structure-reactivity relationship for the FLP-catalyzed hydrogenation of imines.

Hydrogen peroxide/dimethyl carbonate: A green system for epoxidation of: N -alkylimines and N -sulfonylimines. One-pot synthesis of N -alkyloxaziridines from N -alkylamines and (hetero)aromatic aldehydes

A green method for epoxidation of imines using an environmentally benign oxidant system, H2O2/dimethyl carbonate, was developed. N-Alkyloxaziridines were prepared in high yields from N-alkylamines and (hetero)aromatic aldehydes in one-pot fashion, whereas N-sulfonyloxaziridines have been prepared by using the same oxidant system and 5 mol% of Zn(OAc)2·2H2O as catalyst.

Synthesis of dihydrobenzisoxazoles by the [3 + 2] cycloaddition of arynes and oxaziridines

Dihydrobenzisoxazoles are readily prepared in good yields by the [3 + 2] cycloaddition of oxaziridines and arynes. The reaction involves an unusual cleavage of the C-O bond of the oxaziridine and tolerates a variety of substituents on the oxaziridine and the o-(trimethylsilyl)aryl triflate to form aryl-, heteroaryl-, alkyl-, and naphthyl-substituted dihydrobenzisoxazoles. The resulting halogen-substituted dihydrobenzisoxazoles are readily elaborated to more complex products using palladium-catalyzed crossing-coupling processes.

Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/ cyclization of aryl aldimines and alkynes

(Chemical Equation Presented) A general rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species.

Oxidation of sulfides to sulfoxides with 3-aryl-2-tert-butyloxaziridines under high pressure

3-Phenyl-2-tert-butyloxaziridine has been shown to behave as an oxidant under 800 MPa at 100°C to oxidize sulfides to sulfoxides, in spite of having been reported to be inactive as an oxidant and to undergo thermal rearrangement to W-tert-butyl-α-phenylnitrone at atmospheric pressure. It has been shown that under thermal and high-pressure conditions the ability of the oxaziridine to react changes dramatically. The mechanism for the high-pressure reaction is also discussed.

Synthesis, Proton NMR Stereochemical Study and Diels-Alder Reaction of (E)-7-Arylidene-2H,6H-naphthofuran-2,6-diones

7-Arylidene-2H,6H-naphthofuran-2,6-diones 3 were prepared by a retro-Diels-Alder reaction of the corresponding dihydro 1,3-oxazines 2 or in a one pot synthesis from 6-hydroxy-2H-naphthofuran-2-one 1.Their E configuration was established fr

A Facile Oxidation of Secondary Amines to Imines by Iodosobenzene or by a Terminal Oxidant and Manganese or Iron Porphyrins and Manganese Salen as the Catalysts

The oxidation of secondary amines to imines by iodosobenzene or catalysed by either manganese(III) or iron(III) porphyrins, or by a manganese(III) salen complex with iodosobenzene as the oxygen donor has been investigated.Both aromatic and aliphatic amines can be oxidized smoothly to the corresponding imines with iodosobenzene as the oxidant and the elimination of hydrogen takes place towards the least substituted carbon.Manganese(III) and iron(III) porphyrins and manganese(III) salen are found to catalyse the oxidation of secondary amines to imines with iodosobenzene as the terminal oxidant.Those amines that are less reactive when iodosobenzene is the oxidant, can be converted to the imines in higher yields if a catalyst is added, compared with the uncatalysed reaction.By-products such as carbonyls and nitrones are found in some of these reactions.The manganese(III) salen complex is found to be the best catalyst, followed by manganese(III) porphyrin and iron(III) porphyrin.On the basis of Hammett plots, isotopic labelling studies and other experimental investigations the mechanisms for the uncatalysed and catalysed amine-to-imine oxidations are discussed.