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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

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

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Certificati d'analisi (COA)

Lot/Batch Number
SHBJ4289
SHBD3668V
SHBB8997V
59196BMV
SHBB0243V

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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)
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
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
Tetrahedron Letters, 47, 8459-8459 (2006)
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
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