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Merck

348015

2-Aminobenzylamine

98%

Synonym(s):

(2-Aminomethylphenyl)amine, 2-(Aminomethyl)aniline, 2-(Aminomethyl)benzenamine, 2-Amino-1-benzylamine, [(2-Aminophenyl)methyl]amine, o-Aminobenzylamine

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About This Item

Linear Formula:
H2NC6H4CH2NH2
CAS Number:
4403-69-4
Molecular Weight:
122.17
NACRES:
NA.22
PubChem Substance ID:
24861542
UNSPSC Code:
12352100
MDL number:
MFCD00075408
Assay:
98%
Form:
solid

Key Documents

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InChI

1S/C7H10N2/c8-5-6-3-1-2-4-7(6)9/h1-4H,5,8-9H2

SMILES string

NCc1ccccc1N

InChI key

GVOYKJPMUUJXBS-UHFFFAOYSA-N

assay

98%

form

solid

mp

58-61 °C (lit.)

functional group

amine

Quality Level

100

Related Categories

General description

2-Aminobenzylamine undergoes three-component cyclisation reactions with methyl 3,3,3-trifluoropyruvate, 2-aminobenzylamine and oxo compounds to afford regio- and stereoisomers of tetrahydropyrroloquinazolinones.

Application

2-Aminobenzylamine may be used:
  • in the synthesis of 1,2,3,4-tetrahydroquinazoline oxime, via condensation reaction with 2-(naphthalen-2-yl)-2-oxoacetaldehyde oxime
  • in the synthesis of alkyl 5H-1,4-benzodiazepine-3-carboxylates
  • to modify the phosphate groups on phosphoserine peptides

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS7542
SHBN1278
SHBL3398
SHBM0373
SHBJ9440

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G Sirikçi et al.
Acta chimica Slovenica, 59(4), 904-911 (2013-09-26)
A novel 1,2,3,4-tetrahydroquinazoline oxime was synthesised from a condensation reaction of 2-(naphthalen-2-yl)-2-oxoacetaldehyde oxime with 2-aminobenzylamine. Subsequently, a-imine oxime complexes of this compound that formed with Co(III) and Ni(II) metal ions were obtained. All structures were characterised by spectral methods (FT-IR
Wen-Yun Hsueh et al.
Journal of medicinal chemistry, 64(3), 1435-1453 (2021-01-26)
In this paper, we present a copper(I)-catalyzed nitrile-addition/N-arylation ring-closure cascade for the synthesis of 5,11-dihydro-6H-indolo[3,2-c]quinolin-6-ones from 2-(2-bromophenyl)-N-(2-cyanophenyl)acetamides. Using CuBr and t-BuONa in dimethylformamide (DMF) as the optimal reaction conditions, the cascade reaction gave the target products, in high yields, with
Bohumil Dolenský et al.
Magnetic resonance in chemistry : MRC, 48(5), 375-385 (2010-03-20)
A new three-component cyclisation reactions of methyl 3,3,3-trifluoropyruvate, 2-aminobenzylamine and oxo compounds afforded tetrahydropyrroloquinazolinones of the types 4 and 5 as mixtures of regio- and stereoisomers. Whereas standard 1D NMR spectroscopy was used for a facile assignment of the cyclization
Lukas K Filak et al.
Organometallics, 32(3), 903-914 (2013-02-23)
Six novel ruthenium(II)- and osmium(II)-arene complexes with three modified indolo[3,2-c]quinolines have been synthesized in situ starting from 2-aminoindoloquinolines and 2-pyridinecarboxaldehyde in the presence of [M(p-cymene)Cl(2)](2) (M = Ru, Os) in ethanol. All complexes have been characterized by elemental analysis, spectroscopic
Lukas K Filak et al.
Organometallics, 30(2), 273-283 (2011-01-22)
The synthesis of new modified indolo[3,2-c]quinoline ligands L(1)-L(8) with metal-binding sites is reported. By coordination to ruthenium- and osmium-arene moieties 16 complexes of the type [(η(6)-p-cymene)M(L)Cl]Cl (1a,b-8a,b), where M is Ru(II) or Os(II) and L is L(1)-L(8), have been prepared.
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