129822-43-1

Basic information

• Product Name: BOC-2,4-DIMETHYLANILINE
• Synonyms: BOC-2,4-DIMETHYLANILINE
• CAS NO: 129822-43-1
• Molecular Formula: C₁₃H₁₉NO₂
• Molecular Weight: 221.3
• Mol File: 129822-43-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BOC-2,4-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-2,4-DIMETHYLANILINE(129822-43-1)
• EPA Substance Registry System: BOC-2,4-DIMETHYLANILINE(129822-43-1)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 129822-43-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
BOC-2,4-DIMETHYLANILINE is used as a reagent in organic synthesis for the development of pharmaceuticals. The BOC group's protective function allows for targeted reactions, facilitating the creation of complex drug molecules.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, BOC-2,4-DIMETHYLANILINE serves as a crucial reagent in the synthesis of various agrochemicals, contributing to the development of pesticides and other agricultural products.
Used in Dye and Pigment Production:
BOC-2,4-DIMETHYLANILINE is utilized as a precursor in the production of dyes and pigments, underpinning the coloration processes in textiles, plastics, and other materials.
Used in Chemical Research:
In research laboratories, BOC-2,4-DIMETHYLANILINE is employed as a starting material for the exploration of new chemical reactions and the synthesis of novel compounds, advancing scientific knowledge and innovation in the chemical field.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 95-68-1 2,4-Xylidine 

Downstream Products

• 129822-49-7 5-methylindole-1-carboxylic acid tert-butyl ester 
• 3484-35-3 5-methylindolin-2-one 

Relevant articles and documents

PEG-mediated facile protocol for N-Boc protection of amines

We have reported an efficient and eco-friendly protocol for the protection of various structurally and electronically divergent aryl and aliphatic amines using (Boc)2O in the presence of PEG-400 at room temperature. The reaction gave excellent

Saccharin sulfonic acid catalyzed N-Boc protection of amines and formation of tertbutyl ethers from alcohols

Saccharin sulfonic acid (SaSA), as a stable reagent is easily prepared by the reaction of saccharin with neat chlorosulfonic acid at room temperature. This compound is able to catalyze conversion of amines to their corresponding N-Boc protected amines with (Boc)2O. Alcohols were also converted to their corresponding tert-butyl ethers. All reactions took place under mild conditions giving the desired products in good to high yields.

Copper(II) tetrafluoroborate as a novel and highly efficient catalyst for N-tert-butoxycarbonylation of amines under solvent-free conditions at room temperature

Commercially available copper(II) tetrafluoroborate hydrate was found to be a highly efficient catalyst for chemoselective N-tert-butoxycarbonylation of amines with di-tert-butyl dicarbonate under solvent-free conditions and at room temperature. Various aromatic amines were protected as their N-tert-butyl carbamates in high yields and in short times. No competitive side reactions such as isocyanate, urea, and N,N-di-t-Boc formation was observed. Chemoselective N-tert-butoxycarbonylation was achieved with substrates bearing OH and SH groups. Chiral α-amino acid esters afforded the corresponding N-t-Boc derivatives in excellent yields.

HClO4-SiO2 as a new, highly efficient, inexpensive and reusable catalyst for N-tert-butoxycarbonylation of amines

Perchloric acid adsorbed on silica-gel (HClO4-SiO2) was found to be a new, highly efficient, inexpensive and reusable catalyst for chemoselective N-tert-butoxycarbonylation of amines at room temperature and under solvent-free conditions. The Royal Society of Chemistry 2006.

Catalyst-free chemoselective N-tert-butyloxycarbonylation of amines in water

Catalyst-free N-tert-butyloxycarbonylation of amines in water is reported. The N-t-Boc derivatives were formed chemoselectively without any isocyanate, urea, N,N-di-t-Boc, and O/S-t-Boc as side products. Chiral amines, esters of α-amino acids, and β-amino alcohol afforded optically pure N-t-Boc derivatives. Amino alcohol and 2-aminophenol afforded the N-t-Boc derivative without oxazolidinone formation. Selectivity was observed during competition of aromatic amine vs aliphatic amine, amine vs amino acid ester, amine vs amino alcohol, and primary amine vs secondary amine.

1H-INDOLE-3-ACETIC ACID HYDRAZIDE SPLA2 INHIBITORS

A class of novel 1H-indole-3-acetic acid hydrazides is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids (e.g., arachidonic acid) for treatment of conditions such as septic shock

Preparation of indoles and oxindoles from N-(tert-butoxycarbonyl)-2-alkylanilines

Treatment of dilithiated N-(tert-butoxycarbonyl)anilines 1 with dimethylformamide or carbon dioxide furnishes intermediates 3, 5, that are easily converted to N-(tert-butoxycarbonyl)indoles 4 and oxindoles (indol-2(3H)-ones, 7), respectively. Condensation of dilithiated 1 with N-methoxy-N-methylamides provides ketones 9 which are cyclized upon trifluoroacetic acid treatment to either 2-substituted 1-(tert-butoxycarbonyl)indoles 10 or 2-substituted indoles 11 depending on the reaction time. This general methodology has been applied to efficient synthesis of 1,2-alkyl-bridged indoles 12, 1,3,4,5-tetrahydrobenz[c,d]indole (16), 2a,3,4,5-tetrahydrobenz[c,d]indol-2(1H)-one (18), and 1-(tert-butoxycarbonyl)1H-pyrrolo[2,3-b]pyridine (21).