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ChemicalBook > CAS DataBase List > 4-Chloro-3-fluoroaniline

4-Chloro-3-fluoroaniline

Uses
Product Name
4-Chloro-3-fluoroaniline
CAS No.
367-22-6
Chemical Name
4-Chloro-3-fluoroaniline
Synonyms
BUTTPARK 44\01-97;Gefitinib Impurity 96;Fluoro-4-chloroaniline;4-Chloro-3-fluoroanline;3-FLUORO-4-CHLOROANILINE;4-CHLORO-3-FLUOROANILINE;4-Chloro-3-fluoroaniline98%;4-Chloro-3-fluoroaniline >4-Chloro-3-fluoroaniline 98%;4-chloro-3-fluorobenzenaMine
CBNumber
CB5343050
Molecular Formula
C6H5ClFN
Formula Weight
145.56
MOL File
367-22-6.mol
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4-Chloro-3-fluoroaniline Property

Melting point:
61
Boiling point:
226°C(lit.)
Density 
1.349±0.06 g/cm3(Predicted)
Flash point:
60 - 62°C
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
2.94±0.10(Predicted)
color 
White to Gray to Red
BRN 
2716278
InChI
InChI=1S/C6H5ClFN/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2
InChIKey
ACMJJQYSPUPMPN-UHFFFAOYSA-N
SMILES
C1(N)=CC=C(Cl)C(F)=C1
CAS DataBase Reference
367-22-6(CAS DataBase Reference)
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Safety

Hazard Codes 
T,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36/37/39-63-45-38
RIDADR 
UN2811
WGK Germany 
3
Hazard Note 
Toxic
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214200
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
779970
Product name
4-Chloro-3-fluoroaniline
Purity
≥97.0% (GC)
Packaging
5g
Price
$66.4
Updated
2023/06/20
TCI Chemical
Product number
C2512
Product name
4-Chloro-3-fluoroaniline
Purity
>97.0%(GC)(T)
Packaging
5g
Price
$59
Updated
2025/07/31
TCI Chemical
Product number
C2512
Product name
4-Chloro-3-fluoroaniline
Purity
>97.0%(GC)(T)
Packaging
25g
Price
$234
Updated
2025/07/31
TRC
Product number
C367100
Product name
4-Chloro-3-fluoroaniline
Packaging
25g
Price
$300
Updated
2021/12/16
SynQuest Laboratories
Product number
3630-7-43
Product name
4-Chloro-3-fluoroaniline
Purity
98%
Packaging
2g
Price
$10
Updated
2021/12/16
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4-Chloro-3-fluoroaniline Chemical Properties,Usage,Production

Uses

4-Chloro-3-fluoroaniline is used in the synthesis of Methyl 5-Chloro-4-fluoro-1H-indole-2-carboxylate; a key intermediate towards phosphoindole inhibitors of HIV non-nucleoside reverse transcriptase. 4-Chloro-3-fluoroaniline is also used in the synthesis of 3-Deschloro-4-desfluoro-4-chloro-3-fluoro Gefitinib (D289540) which is an impurity of the tyrosine kinase inhibitor Gefitinib.

Chemical Properties

White to light yellow solid

Uses

4-Chloro-3-fluoroaniline is used in the synthesis of Methyl 5-Chloro-4-fluoro-1H-indole-2-carboxylate

Synthesis

372-19-0

367-22-6

1. A CHCl3 (20.0 mL) solution of N-chlorosuccinimide (NCS) was added slowly and dropwise to a stirred CHCl3 (30.0 mL) solution of 3-fluoroaniline (1.11 g, 10.0 mmol) at 0 °C. 2. The reaction mixture was stirred continuously at 0 °C for 42 hours. 3. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in Et2O. 4. The mixture was washed with water and subsequently dried with MgSO4. 5. After concentration under reduced pressure, the mixture was purified by rapid chromatography on silica gel, using EtOAc/hexane as eluent, to afford 4-chloro-3-fluoroaniline (259.4 g, 18% yield) as a crystalline solid. 6. To a stirred solution of the above 4-chloro-3-fluoroaniline (259.4 mg, 1.78 mmol) in THF (8.9 mL) was added ethyl chloroacetate (237.3 μL, 2.14 mmol) and Et3N (296.6 μL, 2.14 mmol) sequentially at 0 °C. 7. The mixture was stirred at room temperature for 12 hours. 8. After filtration to remove the precipitate, the filtrate was concentrated under reduced pressure. 9. The residue was dissolved in EtOAc, washed sequentially with 1.0 M HCl, saturated NaHCO3 solution and brine, and then dried with MgSO4. 10. After concentration under pressure, 3-fluoro-4-chloroaniline 6a (435.2 mg, 99% yield) was obtained as brown crystals, which could be used without further purification.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 11, p. 3282 - 3285
[2] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 9, p. 2518 - 2526
[3] Patent: EP1342717, 2003, A1
[4] Patent: US2003/236267, 2003, A1. Location in patent: Page 30

4-Chloro-3-fluoroaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Chloro-3-fluoroaniline Suppliers

TCI AMERICA
Tel
800-4238616
Fax
+1-888-520-1075 / +1-503-283-1987
Email
sales@tciamerica.com
Country
Americas
ProdList
23653
Advantage
75
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View Lastest Price from 4-Chloro-3-fluoroaniline manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
4-Chloro-3-fluoroaniline 367-22-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2025-06-06
Shaanxi Dideu Medichem Co. Ltd
Product
4-Chloro-3-fluoroaniline 367-22-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20t
Release date
2024-06-18
Henan Fengda Chemical Co., Ltd
Product
4-Chloro-3-fluoroaniline 367-22-6
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-08

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