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549606

2′-Aminoacetanilide

98%

Synonym(s):

N-(2-Aminophenyl)acetamide, o-Aminoacetanilide

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About This Item

Linear Formula:
CH3CONHC6H4NH2
CAS Number:
34801-09-7
Molecular Weight:
150.18
UNSPSC Code:
12352100
PubChem Substance ID:
24874710
MDL number:
MFCD00210388
Assay:
98%
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assay

98%

mp

133-137 °C (lit.)

functional group

amide

SMILES string

CC(=O)Nc1ccccc1N

InChI

1S/C8H10N2O/c1-6(11)10-8-5-3-2-4-7(8)9/h2-5H,9H2,1H3,(H,10,11)

InChI key

MPXAYYWSDIKNTP-UHFFFAOYSA-N

General description

2′-Aminoacetanilide (2-aminoacetanilide, o-aminoacetanilide) can be prepared by the catalytic hydrogenation of 2-nitroacetanilide using 10%Pd/C (palladium/carbon).

Application

2′-Aminoacetanilide may be used in the preparation of:
  • 2-Methylbenzimidazole.
  • N-(2-(1,3-Dimethyl-2,4-dioxo-5-phenyl-3,4-dihydro-1H-pyrrolo[3,4-d]pyrimidin-6(2H)-yl)phenyl)-5-methylfuran-2-carboxamide, a potent cystic fibrosis transmembrane conductance regulator (CFTR) inhibitor.
  • Azobenzothiazole dyes, N-[2-(6-nitrobenzothiazol-2-ylazo)phenyl]acetamide and N-[2-(benzothiazol-2-ylazo)phenyl]acetamide.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1442949
1440556
05031ME
10924EC
08629LB

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A short synthesis of phenanthro [2, 3-d] imidazoles from dehydroabietic acid. Application of the methodology as a convenient route to benzimidazoles.
Fonseca T, et al.
Tetrahedron, 57(9), 1793-1799 (2001)
Nanomolar potency pyrimido-pyrrolo-quinoxalinedione CFTR inhibitor reduces cyst size in a polycystic kidney disease model.
Tradtrantip L, et al.
Journal of Medicinal Chemistry, 52(20), 6447-6455 (2009)
Cyclization of o-phenylenediamines by CO2 in the presence of H2 for the synthesis of benzimidazoles.
Yu B, et al.
Green Chemistry, 15(1), 95-99 (2013)
View All Related Papers

Global Trade Item Number

SKUGTIN
549606-25G04061832100852
549606-5G04061832107196