Chemistry:3-Aminoacetanilide

Short description: Chemical compound

3-Aminoacetanilide

Names
Preferred IUPAC name N-(3-Aminophenyl)acetamide
Other names m-Aminoacetanilide, 3′-Acetamidoaniline, N-Acetyl-1,3-phenylenediamine
Identifiers
CAS Number	102-28-3 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1606123
ChemSpider	7322
EC Number	203-021-5
PubChem CID	7604
UNII	Q5K7HYS7JJ Y
InChI InChI=1S/C8H10N2O/c1-6(11)10-8-4-2-3-7(9)5-8/h2-5H,9H2,1H3,(H,10,11) Key: PEMGGJDINLGTON-UHFFFAOYSA-N
SMILES C1(=CC=CC(=C1)N([H])[H])N(C(C)=O)[H]
Properties
Chemical formula	C8H10N2O
Molar mass	150.18 g/mol
Appearance	gray solid
Melting point	86-88
Solubility in water	Soluble in water 1-5 g/100 mL at 24°C.
Hazards
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H302, H315, H319, H335
GHS precautionary statements	P261, P264, P270, P271, P280, P301+312, P302+352, P304+340, P305+351+338, P312, P321, P330, P332+313, P337+313, P362, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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3'-Aminoacetanilide is a chemical compound which is a amino derivative of acetanilide and meta-isomer of aminoacetanilide. There are two other isomers of aminoacetanilide, 2-aminoacetanilide and 4-aminoacetanilide. Aminoacetanilide derivatives are important synthetic intermediates in heterocyclic and aromatic synthesis. These derivatives have found applications in pharmaceutical industry and dyes and pigment industry.

Synthesis

A number of methods are available to synthesize 3'-aminoacetanilide. It could be prepared by reduction of m-nitroacetanilide. m-Chloroacetanilde has been converted into m-aminoacetanilide.

Uses

3′-Aminoacetanilide has been used in the preparation of azo compounds, pyrrole, imidazole, thiazole and other heterocycles. It is starting material for Trametinib. It is also used to prepare reactive yellow K-RN and dispersed dye.