Skip to Content
Merck
All Photos(2)

Documents

432725

Sigma-Aldrich

2,4-Dimethoxybenzylamine

98%

Synonym(s):

(2,4-Dimethoxyphenyl)methanamine, 1-(2,4-Dimethoxyphenyl)methanamine, 2,4-Dimethoxybenzenemethanamine, 2,4-Dimethyloxybenzylamine, [(2,4-Dimethoxyphenyl)methyl]amine

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(CH3O)2C6H3CH2NH2
CAS Number:
20781-20-8
Molecular Weight:
167.21
MDL number:
MFCD00052393
UNSPSC Code:
12352100
PubChem Substance ID:
24867094
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.549 (lit.)

bp

140 °C/1 mmHg (lit.)

density

1.113 g/mL at 25 °C (lit.)

SMILES string

COc1ccc(CN)c(OC)c1

InChI

1S/C9H13NO2/c1-11-8-4-3-7(6-10)9(5-8)12-2/h3-5H,6,10H2,1-2H3

InChI key

QOWBXWFYRXSBAS-UHFFFAOYSA-N

General description

2,4-Dimethoxybenzylamine can be preprepared by reduction (NaBH4 , BF3.OEt2, THF) of 2,4-dimethoxybenzonitrile.

Application

2,4-Dimethoxybenzylamine is an amine nucleophile used to investigate the 1,4- reactivity of 5-bromo-2-indene-1-one. It may be used in the following studies:
  • As an ammonia equivalent in the concise synthesis of a series of 2,4,5-trisubstituted oxazoles, via a tandem Ugi/Robinson-Gabriel reaction sequence.
  • Total synthesis of (-)-muraymycin (MRY) D2 and its epimer, the antibacterial nucleoside natural product.
  • Two-step synthesis of amide derivatives of uracil polyoxin C (UPOC) methyl ester using the Ugi reaction.
  • Synthesis of N-hydroxythiourea.
  • Synthesis of anti-HIV-1 agents.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Shinichi Imamura et al.
Chemical & pharmaceutical bulletin, 52(1), 63-73 (2004-01-08)
A novel lead compound, N-(3-[4-(4-fluorobenzoyl)piperidin-1-yl]propyl)-1-methyl-5-oxo-N-phenylpyrrolidine-3-carboxamide (1), was identified as a CCR5 antagonist by high-throughput screening using [(125)I]RANTES and CCR5-expressing CHO cells. The IC(50) value of 1 was 1.9 microM. In an effort to improve the binding affinity of 1, a
Tetrahedron Letters, 47, 8459-8459 (2006)
Tetsuya Tanino et al.
The Journal of organic chemistry, 75(5), 1366-1377 (2010-02-11)
Full details of the first total synthesis of (-)-muraymycin (MRY) D2 and its epimer, the antibacterial nucleoside natural product, are described. Key strategic elements of the approach include the preparation of the urea dipeptide moiety found in the muraymycins containing
Keith J Stanger et al.
Journal of combinatorial chemistry, 8(3), 435-439 (2006-05-09)
We describe parallel/combinatorial, solid-phase, supported synthesis of diverse hydroxamates using a common intermediate, an N-derivatized, O-linked hydroxylamine. The method allows the concurrent synthesis of both N-alkyl and N-H hydroxamates and is compatible with a wide range of chemical transformations. The
Andrew Plant et al.
The Journal of organic chemistry, 74(13), 4870-4873 (2009-05-22)
A simple, two-step synthesis of amide derivatives of uracil polyoxin C (UPOC) methyl ester using the Ugi reaction is described. The four components employed in the Ugi reaction are 2',3'-isopropylidine-protected uridine-5'-aldehyde, 2,4-dimethoxybenzylamine, an isoxazolecarboxylic acid, and the convertible isonitrile N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)carbonitrile.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service