ChemicalBook--->CAS DataBase List--->5425-81-0

5425-81-0

5425-81-0 Structure

5425-81-0 Structure
IdentificationMore
[Name]

2-AMINO-(4'-NITRO)ACETOPHENONE HYDROCHLORIDE
[CAS]

5425-81-0
[Synonyms]

AURORA 23208
OTAVA-BB BB7110952478
2-AMino-p-nitro-acetophenone HCl
2-AMino-4'-nitroacetophenone HCl
2-AMINO-P-NITRO-ACETOPHENONE HYDROCHLORIDE
2-AMINO-(4'-NITRO)ACETOPHENONE HYDROCHLORIDE
2-AMINO-1-(4-NITRO-PHENYL)-ETHANONE HYDROCHLORIDE
2-Amino-1-(4-nitrophenyl)ethanone hydrochloride (1:1)
Ethanone, 2-amino-1-(4-nitrophenyl)-, hydrochloride (1:1)
[Molecular Formula]

C8H9ClN2O3
[MDL Number]

MFCD00025591
[Molecular Weight]

216.62
[MOL File]

5425-81-0.mol
Chemical PropertiesBack Directory
[Melting point ]

>211°C (dec)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[InChI]

1S/C8H8N2O3.ClH/c9-5-8(11)6-1-3-7(4-2-6)10(12)13;/h1-4H,5,9H2;1H
[SMILES]

O=C(CN)C1=CC=C([N+]([O-])=O)C=C1.Cl
[CAS DataBase Reference]

5425-81-0(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H314;H318
[Precautionary statements ]

P280;P301+P330+P331;P305+P351+P338;P310
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-(4'-NITRO)ACETOPHENONE HYDROCHLORIDE(5425-81-0)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-amino-1-(4-nitrophenyl)ethan-1-one hydrochloride hydrate(5425-81-0)
Hazard InformationBack Directory
[Synthesis]

2-Bromo-4'-nitroacetophenone

99-81-0

2-AMINO-(4'-NITRO)ACETOPHENONE HYDROCHLORIDE

5425-81-0

Example 2: Synthesis of 2-amino-1-(4-nitrophenyl)ethanone hydrochloride 2-Bromo-4'-nitroacetophenone (25 g) prepared in Example 1 was dissolved in dichloromethane (250 mL), hexamethylenetetramine (20.1 g) was added, and the reaction was stirred for 1 hour at room temperature. After the reaction was completed, the solid crude product (30 g) was collected by filtration. The crude product was dissolved in a mixture of ethanol (162 mL) and concentrated hydrochloric acid (40 mL) and the reaction was continued with stirring for about 3 hours. After the reaction mixture was left to stand for about 48 hours, the solid product was precipitated, filtered, washed with water and dried to give the target compound 2-amino-1-(4-nitrophenyl)ethanone hydrochloride (refer to the method described in US4812470). Yield: 11.8 g (72% yield); 1H NMR (DMSO-d6, 300MHz): δ 8.3 (broad peak, 3H), 8.38 (double peak, 2H), 8.27 (double peak, 2H), 4.68 (single peak, 2H).

[References]

[1] Patent: WO2011/55289, 2011, A2. Location in patent: Page/Page column 36
[2] Patent: WO2012/29032, 2012, A2. Location in patent: Example 2
[3] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 324 - 342
[4] European Journal of Medicinal Chemistry, 2014, vol. 79, p. 203 - 215
[5] Journal of Medicinal Chemistry, 1982, vol. 25, # 9, p. 1045 - 1050
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