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432725

Sigma-Aldrich

2,4-Dimethoxybenzylamine

98%

Sinonimo/i:

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

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About This Item

Formula condensata:
(CH3O)2C6H3CH2NH2
Numero CAS:
20781-20-8
Peso molecolare:
167.21
Numero MDL:
MFCD00052393
Codice UNSPSC:
12352100
ID PubChem:
24867094
NACRES:
NA.22

Livello qualitativo

100

Saggio

98%

Indice di rifrazione

n20/D 1.549 (lit.)

P. eboll.

140 °C/1 mmHg (lit.)

Densità

1.113 g/mL at 25 °C (lit.)

Stringa SMILE

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
QOWBXWFYRXSBAS-UHFFFAOYSA-N

Categorie correlate

Descrizione generale

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

Applicazioni

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.

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314

Classi di pericolo

Eye Dam. 1 - Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

235.4 °F - closed cup

Punto d’infiammabilità (°C)

113 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificati d'analisi (COA)

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2,4-Dimethoxyphenyl isocyanate 97%

Sigma-Aldrich

251887

2,4-Dimethoxyphenyl isocyanate

2,4-Dimethoxybenzaldehyde 98%

Sigma-Aldrich

D130400

2,4-Dimethoxybenzaldehyde

Nikkomycin Z from Streptomyces tendae ≥90% (HPLC)

Sigma-Aldrich

N8028

Nikkomycin Z from Streptomyces tendae

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
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.
M Sato et al.
Journal of medicinal chemistry, 19(2), 336-337 (1976-02-01)
The synthesis of the title compound (1) was accomplished by the conversion of 2,4-dimethoxybenzylamine (2) into an isothiocyanate (3) using thiocarbonyl diimidazole. Treatment of 3 with hydroxylamine and removal of the DMB group with trifluoroacetic acid gave 1. N-Hydroxythiourea (1)
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
Arthur Y Shaw et al.
Tetrahedron letters, 53(15), 1998-2000 (2013-04-06)
This Letter discloses a novel concise synthesis of a series of 2,4,5-trisubstituted oxazoles via a tandem Ugi/Robinson-Gabriel sequence. Herein, 2,4-dimethoxybenzylamine
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