2,4-Difluoro-3-iodoaniline

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2,4-Difluoro-3-iodoaniline Basic information
Product Name:2,4-Difluoro-3-iodoaniline
Synonyms:2,4-Difluoro-3-iodoaniline;Benzenamine, 2,4-difluoro-3-iodo-;HE-CHEMICAL 0400806;2,4-difluoro-3-iodoaniline - [AC77843];2, 6-dichloro-3-bromoaniline
CAS:1437316-91-0
MF:C6H4F2IN
MW:255
EINECS:
Product Categories:
Mol File:1437316-91-0.mol
2,4-Difluoro-3-iodoaniline Structure
2,4-Difluoro-3-iodoaniline Chemical Properties
Boiling point 266.7±40.0 °C(Predicted)
density 2.086±0.06 g/cm3(Predicted)
storage temp. 2-8°C, protect from light
pka2.30±0.10(Predicted)
AppearanceOff-white to light brown Solid
Safety Information
MSDS Information
2,4-Difluoro-3-iodoaniline Usage And Synthesis
Uses2,4-Difluoro-3-iodoaniline is used in the synthetic preparation of purine derivatives that are protein kinase modulators useful in treatment and prevention of protein kinase-mediated diseases.
Synthesis
1,3-difluoro-2-iodo-4-nitrobenzene

1145881-54-4

2,4-Difluoro-3-iodoaniline

1437316-91-0

General procedure for the synthesis of 2,4-difluoro-3-iodoaniline from 1,3-difluoro-2-iodo-4-nitrobenzene: To a solution of concentrated hydrochloric acid (4 mL) of 1,3-difluoro-2-iodo-4-nitrobenzene (1.14 g, 4 mmol) was added anhydrous stannous chloride (2.71 g, 12 mmol), and the reaction mixture was heated to 50°C and kept for 1 hour. After completion of the reaction, the mixture was diluted with water, neutralized with 5% aqueous sodium hydroxide solution to pH=9, and then extracted with dichloromethane. The organic phase was washed with saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford the target product 2,4-difluoro-3-iodoaniline (0.93 g, 91% yield).1H NMR (CDCl3): δ 6.70-6.93 (2H, m), 6.65 (2H, br).

References[1] Patent: WO2013/71865, 2013, A1. Location in patent: Page/Page column 57
[2] Patent: CN103102349, 2017, B. Location in patent: Paragraph 0501-0503
2,4-Difluoro-3-iodoaniline Preparation Products And Raw materials
Raw materials1,3-difluoro-2-iodo-4-nitrobenzene-->Hydrochloric acid
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