ChemicalBook--->CAS DataBase List--->2729-36-4

2729-36-4

2729-36-4 Structure

2729-36-4 Structure
IdentificationBack Directory
[Name]

3,4-Dichloro-6-fluoroaniline
[CAS]

2729-36-4
[Synonyms]

3,4-Dichloro-6-fluoroaniline
4,5-Dichloro-2-fluoroaniline
3,4-Dichloro-6-fluoroaniline,96%
Benzenamine, 4,5-dichloro-2-fluoro-
4,5-dichloro-2-fluoroaniline hydrochloride
[Molecular Formula]

C6H4Cl2FN
[MDL Number]

MFCD19707630
[MOL File]

2729-36-4.mol
[Molecular Weight]

180.007
Chemical PropertiesBack Directory
[Boiling point ]

251.8±35.0 °C(Predicted)
[density ]

1.502±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

1.51±0.10(Predicted)
[Appearance]

Off-white to gray Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS06
[Signal word ]

Warning
[Hazard statements ]

H302-H312-H315-H319-H331-H335
[Precautionary statements ]

P261-P280-P304+P340-P305+P351+P338-P405-P501a
[HazardClass ]

6.1
[HS Code ]

2921420090
Hazard InformationBack Directory
[Uses]

3,4-Dichloro-6-fluoroaniline is used as pharmaceutical intermediates
[Synthesis]

1,2-DICHLORO-4-FLUORO-5-NITROBENZENE

2339-78-8

3,4-Dichloro-6-fluoroaniline

2729-36-4

To a 100 mL three-necked round-bottomed flask treated with an inert atmosphere under nitrogen protection was added iron powder (14 g, 250.00 mmol, 10.50 equiv), acetic acid (1.5 mL) and water (24 mL). The mixture was heated to 100 °C and then 1,2-dichloro-4-fluoro-5-nitrobenzene (5 g, 23.81 mmol, 1.00 eq.) was slowly added. The reaction mixture was stirred continuously at 100 °C for 30 min. Subsequently, the reaction solution was cooled to 10 °C using an ice-water bath and the pH was adjusted to 8-9 with saturated aqueous sodium bicarbonate. the solid insoluble material was removed by filtration, the filtrate was extracted with ether (3 x 40 mL), the organic phases were combined, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. Finally, 4.2 g (98% yield) of 4,5-dichloro-2-fluoroaniline was obtained as a white solid.

[References]

[1] Patent: WO2012/125913, 2012, A1. Location in patent: Page/Page column 42; 43
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 94,95, 97
[3] Journal of Labelled Compounds and Radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S27-S29
[4] Patent: US2009/48109, 2009, A1. Location in patent: Page/Page column 7
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-Dichloro-6-fluoroaniline(2729-36-4)1HNMR
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