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3-Fluoro-4-nitroaniline

CAS No.
2369-13-3
Chemical Name:
3-Fluoro-4-nitroaniline
Synonyms
3-Fluoro-4-nitrobenzenamine;Fluoronitroaniline2;3-Fluoro-4-nitroanil;Afatinib Impurity 99;4-nitro-3-fluoroanilin;4-nitro-3-fluoroaniline;3-FLUORO-4-NITROANILINE;3-Fluoro-4-nitroaniline>4-Amino-2-fluoronitrobenzene;3-fluoro-4-nitroaniline, 98%+
CBNumber:
CB9678877
Molecular Formula:
C6H5FN2O2
Molecular Weight:
156.11
MDL Number:
MFCD03412239
MOL File:
2369-13-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:40:30
Product description Number Pack Size Price
3-Fluoro-4-nitroaniline >95.0%(GC) F0787 1g $30
3-Fluoro-4-nitroaniline >95.0%(GC) F0787 5g $121
3-Fluoro-4-nitroaniline FF45397 50g $900
3-Fluoro-4-nitroaniline FF45397 25g $900
3-Fluoro-4-nitroaniline FF45397 250g $900
More product size

3-Fluoro-4-nitroaniline Properties

Melting point 152-157°C
Boiling point 335.2±22.0 °C(Predicted)
Density 1.448±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility soluble in Methanol
form powder to crystal
pka -0.02±0.10(Predicted)
color Light yellow to Brown
InChI InChI=1S/C6H5FN2O2/c7-5-3-4(8)1-2-6(5)9(10)11/h1-3H,8H2
InChIKey KKQPNAPYVIIXFB-UHFFFAOYSA-N
SMILES C1(N)=CC=C([N+]([O-])=O)C(F)=C1
CAS DataBase Reference 2369-13-3(CAS DataBase Reference)
FDA UNII 95M6U5ADA2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)
GHS06
Signal word  Warning
Hazard statements  H301-H311-H315-H319-H332-H335
Precautionary statements  P261-P280-P301+P310a-P305+P351+P338-P405-P501a
Hazard Codes  Xi,Xn
Risk Statements  20/21/22-36/37/38-22
Safety Statements  26-36/37/39-36/37-9
Hazard Note  Harmful
HazardClass  IRRITANT
HS Code  29214200
NFPA 704
0
2 0

3-Fluoro-4-nitroaniline price More Price(64)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical F0787 3-Fluoro-4-nitroaniline >95.0%(GC) 2369-13-3 1g $30 2026-04-30 Buy
TCI Chemical F0787 3-Fluoro-4-nitroaniline >95.0%(GC) 2369-13-3 5g $121 2026-04-30 Buy
Biosynth FF45397 3-Fluoro-4-nitroaniline 2369-13-3 50g $900 2026-06-04 Buy
Biosynth FF45397 3-Fluoro-4-nitroaniline 2369-13-3 25g $900 2026-06-04 Buy
Biosynth FF45397 3-Fluoro-4-nitroaniline 2369-13-3 250g $900 2026-06-04 Buy
Product number Packaging Price Buy
F0787 1g $30 Buy
F0787 5g $121 Buy
FF45397 50g $900 Buy
FF45397 25g $900 Buy
FF45397 250g $900 Buy

3-Fluoro-4-nitroaniline Chemical Properties,Uses,Production

Chemical Properties

Yellow to brown powder

Uses

3-Fluoro-4-nitroaniline is a fluorine-containing aniline compound, which is mainly used as a raw material for organic synthesis or a reagent for chemical reactions. It can be used to synthesise halogenated organic benzenes such as 2,4-Difluoronitrobenzene and 2-Fluoro-4-iodo-1-nitrobenzene.

Synthesis

3-Fluoroaniline

372-19-0

3-Fluoro-4-nitroaniline

2369-13-3

The general procedure for the synthesis of 3-fluoro-4-nitroaniline using 3-fluoroaniline as starting material is as follows: 1. 58 g of 3-fluoroaniline was reacted with 58 mL of benzaldehyde by heating at 80 °C for 1 hour. Subsequently, 200 mL of sulfuric acid was added to the reaction mixture and cooled with an ice bath. After removing the ice bath, stirring was continued at room temperature until the solid was completely dissolved. 2. The reaction mixture was again cooled to 0°C with an ice bath, and a mixture consisting of 36 mL of nitric acid and 120 mL of sulfuric acid was added slowly and dropwise, keeping the reaction temperature at 0°C. After stirring at 0 °C for 1 h, the solid was collected by filtration and poured into saturated aqueous potassium carbonate solution. 3. Ethyl acetate was added to the mixture and the organic and aqueous layers were separated. The aqueous phase was extracted twice with ethyl acetate. The organic phases were combined, dried with anhydrous magnesium sulfate and concentrated. The crude product was purified by silica gel column chromatography using a hexane solution of 40% ethyl acetate as eluent to give 28.65 g (35% yield) of Intermediate A-2 (3-fluoro-4-nitroaniline). 4. 28.65 g of Intermediate A-2 was dissolved in 236 mL of 36% hydrochloric acid and cooled to 0 °C in an ice bath. 13.7 g of sodium nitrite was added in batches and the reaction was kept at 0 °C for 1.5 hours. Subsequently, the reaction mixture was mixed with 145 mL of SO2 saturated acetic acid solution containing 10.5 mL of water and 9.3 g of CuCl2-2H2O. 5. The cooling bath was removed and the reaction mixture was stirred at room temperature for 1 h before being poured into ice water. The solid was collected by filtration to give 37.7 g of Intermediate B-2 (3-fluoro-4-nitrobenzenesulfonyl chloride). 6. In 500 mL of tetrahydrofuran, 53 g of Intermediate C-1 (PG = Boc, R4 = isobutyl) was mixed with 42 mL of triethylamine, and 37.7 g of Intermediate B-2 was added in one portion. the reaction mixture was stirred overnight at room temperature and concentrated. The residue was dissolved in ethyl acetate and washed sequentially with water, 5% aqueous hydrochloric acid and aqueous potassium carbonate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The crude product was purified by silica gel column chromatography to give 53 g (65% yield) of Intermediate 2-a. 7. 2 g of Intermediate 2-a was dissolved in 50 mL of N,N-dimethylformamide and 1.85 mL of isopropylamine was added. the reaction mixture was stirred at 60 °C overnight and concentrated. The residue was treated with a mixture of ethyl acetate and saturated saline, and the organic layer was dried over anhydrous magnesium sulfate and concentrated to give 2 g (91% yield) of Intermediate 2-b, which was used directly in the next step of the reaction. 8. 2 g of Intermediate 2-b was dissolved in 40 mL of methanol, 1.5 g of ammonium formate and 0.2 g of 10% palladium carbon were added. the reaction mixture was stirred overnight at 60 °C and supplemented with 0.5 g of ammonium formate and 0.2 g of palladium carbon, and the reaction was continued for 3 hours. The reaction mixture was filtered through diatomaceous earth and concentrated. The residue was dissolved in 50 mL of dichloromethane and washed sequentially with aqueous sodium carbonate and saturated brine, and the organic layer was dried over anhydrous magnesium sulfate and concentrated to give 1.3 g (68% yield) of Intermediate 2-c without further purification. 9. 1.3 g of Intermediate 2-c was dissolved in 20 mL of triethyl orthoformate, and the reaction was stirred at 80 °C for 5 h and then concentrated. The residue was dissolved in ethyl acetate and washed with aqueous sodium carbonate. The organic layer was dried with anhydrous magnesium sulfate and concentrated. The crude product was purified by silica gel column chromatography using a dichloromethane solution of 0 to 2% methanol as eluent to give 0.8 g (70% yield) of Intermediate 2-d. 10. 2.6 g of Intermediate 2-d was dissolved in 100 mL of isopropanol solution of 5N hydrochloric acid and concentrated after stirring the reaction for 2 hours at room temperature to give 2.5 g (94% yield) of deprotected amine hydrochloride 2-e. 11. 2.5 g of Intermediate 2-e and 1.5 mL of triethylamine were dissolved in 60 mL of dichloromethane and 3.05 g of 1-[[(3R,3aR,6aR)-hexahydrofuro[2,3-b]furan-3-yl]oxycarbonyloxy]-2,5-pyrrolidinedione was added. After stirring the reaction mixture for 4 hours at room temperature, it was washed with aqueous sodium carbonate.

References

[1] Patent: WO2003/76413, 2003, A1. Location in patent: Page/Page column 28-30
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1988, p. 681 - 690
[3] Journal of the Chemical Society, 1941, p. 766,767
[4] Patent: US2003/216582, 2003, A1. Location in patent: Page/Page column 6

1152311-98-2
2369-13-3
Synthesis of 3-Fluoro-4-nitroaniline from N-(3-fluoro-4-nitrophenyl)-2,2-dimethyl-
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View Lastest Price from 3-Fluoro-4-nitroaniline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
3-Fluoro-4-nitroaniline pictures 2026-08-14 3-Fluoro-4-nitroaniline
2369-13-3
$1.00-100.00 1KG 99% Henan Fengda Chemical Co., Ltd
3-Fluoro-4-nitroaniline pictures 2022-01-27 3-Fluoro-4-nitroaniline
2369-13-3
1KG 98.5% 100 tons Honest Joy Holdings Limited
3-Fluoro-4-nitroaniline  pictures 2020-02-26 3-Fluoro-4-nitroaniline
2369-13-3
1KG 99.0% 100 tons Shaanxi Dideu Medichem Co. Ltd
3-FLUORO-4-NITROANILINE Fluoronitroaniline2 3-Fluoro-4-nitro-1-benzenamine (3-fluoro-4-nitro-phenyl)amine 3-Fluoro-4-nitroanil 4-Amino-2-fluoronitrobenzene 3-Fluoro-4-nitrobenzenamine Afatinib Impurity 99 4-nitro-3-fluoroanilin 4-nitro-3-fluoroaniline Benzenamine, 3-fluoro-4-nitro- 3-fluoro-4-nitroaniline, 98%+ 3-Fluoro-4-nitroaniline> 3-Fluoro-4-nitroaniline ISO 9001:2015 REACH 2369-13-3 Amines Phenyls & Phenyl-Het heterocyclic/Aliphatic series