ChemicalBook--->CAS DataBase List--->1147558-43-7

1147558-43-7

1147558-43-7 Structure

1147558-43-7 Structure
IdentificationBack Directory
[Name]

4-Amino-3-chloro-5-fluorobenzonitrile
[CAS]

1147558-43-7
[Synonyms]

4-Amino-3-chloro-5-fluorobenzonitrile
Benzonitrile, 4-amino-3-chloro-5-fluoro-
[Molecular Formula]

C7H4ClFN2
[MDL Number]

MFCD18426013
[MOL File]

1147558-43-7.mol
[Molecular Weight]

170.57
Chemical PropertiesBack Directory
[Boiling point ]

252.6±40.0 °C(Predicted)
[density ]

1.42±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[form ]

solid
[pka]

-1.62±0.10(Predicted)
[color ]

Orange
[InChI]

InChI=1S/C7H4ClFN2/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2H,11H2
[InChIKey]

BWAFIBAPFADXHV-UHFFFAOYSA-N
[SMILES]

C(#N)C1=CC(F)=C(N)C(Cl)=C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[HS Code ]

2926907090
Spectrum DetailBack Directory
[Spectrum Detail]

4-Amino-3-chloro-5-fluorobenzonitrile(1147558-43-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

3-Fluoro-4-aminobenzonitrile

63069-50-1

4-Amino-3-chloro-5-fluorobenzonitrile

1147558-43-7

The general procedure for the synthesis of 4-amino-3-chloro-5-fluorobenzonitrile from 3-fluoro-4-aminobenzonitrile is as follows: 3-fluoro-4-aminobenzonitrile (1 eq.) was mixed with N-chlorosuccinimide (1.5 eq.) in acetonitrile (0.24 M), and the reaction was stirred for 5 hr at 85 °C. After completion of the reaction, the solvent was removed by rotary evaporation. The residue was partitioned between ethyl acetate and 5% sodium hydroxide solution. The organic phase was washed sequentially with 5% sodium hydroxide solution and saturated saline. Subsequently, the organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 4-amino-3-chloro-5-fluorobenzonitrile in 88% yield, the product was a beige solid.1H NMR (400MHz, CDCl3) δppm: 7.41 (t, J=6Hz, 1H), 7.24 (dd, J=1.8,10.2Hz, 1H), 4.66 (s 2H).

[References]

[1] Patent: US2016/96841, 2016, A1. Location in patent: Paragraph 0281
[2] Patent: WO2012/174342, 2012, A1. Location in patent: Page/Page column 45
[3] Patent: WO2013/12500, 2013, A1. Location in patent: Page/Page column 61
[4] Patent: US2015/203455, 2015, A1. Location in patent: Paragraph 0457-0458
[5] Patent: WO2015/110378, 2015, A1. Location in patent: Paragraph 00260; 00312
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