ChemicalBook > CAS DataBase List > 2-Amino-6-fluorobenzonitrile

2-Amino-6-fluorobenzonitrile

Product Name
2-Amino-6-fluorobenzonitrile
CAS No.
77326-36-4
Chemical Name
2-Amino-6-fluorobenzonitrile
Synonyms
2-Amino-6-fL;2-AMino-6-fluorobenz;2-Cyano-3-fluoroaniline;fluoroanthranilontitrile;6-FLUOROANTHRANILONITRILE;Amino-6-fluorobenzonitrile;2-Cyano-3-fluorophenylaMine;6-AMINO-2-FLUOROBENZONITRILE;2-AMINO-6-FLUOROBENZONITRILE;2-FLUORO-6-AMINOBENZONITRILE
CBNumber
CB8243133
Molecular Formula
C7H5FN2
Formula Weight
136.13
MOL File
77326-36-4.mol
More
Less

2-Amino-6-fluorobenzonitrile Property

Melting point:
125-128 °C (lit.)
Boiling point:
275.8±25.0 °C(Predicted)
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Chloroform
form 
Solid
pka
0.80±0.10(Predicted)
color 
Pale Yellow
BRN 
3588945
InChI
InChI=1S/C7H5FN2/c8-6-2-1-3-7(10)5(6)4-9/h1-3H,10H2
InChIKey
IQUNZGOZUJITBJ-UHFFFAOYSA-N
SMILES
C(#N)C1=C(F)C=CC=C1N
CAS DataBase Reference
77326-36-4(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
Xi,T,Xn
Risk Statements 
36-36/37/38-20/21/22
Safety Statements 
26-36-36/37/39-22
RIDADR 
3439
WGK Germany 
2
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
29269090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
429856
Product name
2-Amino-6-fluorobenzonitrile
Purity
99%
Packaging
1g
Price
$57.5
Updated
2023/01/07
Sigma-Aldrich
Product number
429856
Product name
2-Amino-6-fluorobenzonitrile
Purity
99%
Packaging
10g
Price
$439
Updated
2023/01/07
TCI Chemical
Product number
A2344
Product name
2-Amino-6-fluorobenzonitrile
Purity
>98.0%(GC)
Packaging
5g
Price
$58
Updated
2025/07/31
TCI Chemical
Product number
A2344
Product name
2-Amino-6-fluorobenzonitrile
Purity
>98.0%(GC)
Packaging
25g
Price
$195
Updated
2025/07/31
TRC
Product number
A609585
Product name
2-Amino-6-fluorobenzonitrile
Packaging
10g
Price
$120
Updated
2021/12/16
More
Less

2-Amino-6-fluorobenzonitrile Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder

Uses

2-Amino-6-fluorobenzonitrile, a medicinal chemistry intermediate, has been employed for the preparation of tacrine-related compounds. It may be used for the synthesis of antifolate and antibacterial quinazoline derivatives.
It may be used for the synthesis bis(4-oxoquinazolin-2-yl)pyridine and fluoro-containing quinazolin-4(1H)-ones. It may be employed for the synthesis of the following novel huprines:

  • 12-amino-3-chloro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
  • 9-allyl-12-amino-3-chloro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride
  • 12-amino-1-fluoro-6,7,10,11-tetrahydro-9-isopropyl-7,11-methanocycloocta[b]quinoline hydrochloride
  • 9-allyl-12-amino-1-fluoro-6,7,10,11-tetrahydro-7,11-methanocycloocta[b]quinoline hydrochloride

General Description

2-Amino-6-fluorobenzonitrile can be prepared by treatment of 2,6- difluorobenzonitrile with ammonia, which involves displacement of one of the activated fluorine atoms.

Synthesis

1897-52-5

77326-36-4

1. 2,6-Difluorobenzonitrile (19.0 g, 137 mmol) was used as raw material, which was mixed with ethanol (200 ml) premixed with ammonia and placed in an autoclave and heated at 140°C for 6 hours (final pressure 200 psi). After completion of the reaction, the mixture was cooled to room temperature, evaporated to dryness and ground with 200 ml of water. The solid was collected by filtration and air dried to give 2-amino-6-fluorobenzonitrile (18.0 g, 97%) as an off-white solid. 2. 2-Amino-6-fluorobenzonitrile (18.0 g, 132 mmol) was dissolved in hot 1,4-dioxane (20 ml), 48% hydrobromic acid (200 ml) was added, and the mixture was cooled to 0 °C. An aqueous solution of sodium nitrite (10.5 g, 152 mmol) was added dropwise (20 ml) over 1.5 hours. After stirring at 0°C for 1.5 hours, the mixture was poured into a 48% hydrobromic acid solution (50 ml) of copper (I) bromide (56.8 g, 396 mmol) pre-cooled to 0°C. It was stirred at 0°C for 15 min and then heated at 50°C for 20 min. After cooling to room temperature, it was diluted with water (1200 ml) and extracted with ethyl acetate (2 x 400 ml). The organic phases were combined, washed sequentially with 10% ammonia solution (400 ml), water (400 ml) and brine (500 ml), dried over anhydrous magnesium sulfate, filtered and evaporated to give an orange oil. Purification by silica gel chromatography using isohexane-ethyl acetate (2-4%) gradient elution gave 2-bromo-6-fluorobenzonitrile (18.5 g, 70%) as a white solid. 3. coupling 2-bromo-6-fluorobenzonitrile with 2-(2-fluoro-5-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane according to the method of Example 2 to obtain 3,2'-difluoro-5'-nitrobiphenyl-2-carbonitrile as a black solid. 4. 3,2'-Difluoro-5'-nitrobiphenyl-2-carbonitrile was reduced according to the method of Example 2 to obtain 5'-amino-3,2'-difluorobiphenyl-2-carbonitrile as a brown solid. 5. 5'-Amino-3,2'-difluorobiphenyl-2-carbonitrile was subjected to a bromination-deamination reaction according to the method of Example 2 to obtain 5'-bromo-3,2'-difluorobiphenyl-2-carbonitrile as a white solid. 6. 5'-Bromo-3,2'-difluorobiphenyl-2-carbonitrile was converted to 3,2'-difluoro-5'-(5,5-dimethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile according to the method of Example 2, as a brown oil, which crystallized upon standing. 7. 3-bromo-8-fluoro-7-[(1-hydroxy-1-methylethyl)]imidazo[1,2-a]pyridine (0.10 g, 0.36 mmol) was coupled with 3,2'-difluoro-5'-(5,5-dimethyl-[1,3,2]dioxaborolan-2- yl)biphenyl-2-carbonitrile (0.16 g, 0.47 mmol) according to the method of Example 1 Coupling was performed to afford 3,2'-difluoro-5'-[8-fluoro-7-(1-hydroxy-1-methylethyl)imidazo[1,2-a]pyridin-3-yl]biphenyl-2-carbonitrile as a white amorphous solid (110 mg, 74%).

References

[1] Journal of Organic Chemistry, 1992, vol. 57, # 21, p. 5577 - 5585
[2] Patent: WO2003/99816, 2003, A1. Location in patent: Page 57
[3] Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1173 - 1177
[4] Journal of Medicinal Chemistry, 1981, vol. 24, # 6, p. 742 - 748
[5] Chimia, 2004, vol. 58, # 3, p. 117 - 122

2-Amino-6-fluorobenzonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

2-Amino-6-fluorobenzonitrile Suppliers

Americas 1 Belgium 1 Canada 1 China 219 Europe 5 France 1 Germany 3 India 5 Italy 1 Japan 1 Slovakia 1 Switzerland 1 Ukraine 1 United Kingdom 19 United States 41 Global 301
AbaChemScene
Tel
732-484-9848
Fax
888-484-5008
Email
sales@chemscene.com
Country
United States
ProdList
3982
Advantage
60
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Frontier Scientific Services, Inc.
Tel
--
Fax
--
Email
customerservice@frontierssi.com
Country
United States
ProdList
1575
Advantage
0
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
Trans World Chemicals, Inc.
Tel
--
Fax
--
Email
info@transworldchem.com
Country
United States
ProdList
397
Advantage
50
Louston International
Tel
--
Fax
--
Email
sales@louston.com
Country
United States
ProdList
525
Advantage
58
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6962
Advantage
56
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
Ryan Scientific, Inc.
Tel
--
Fax
--
Email
ryan.reichlyn@ryansci.com
Country
United States
ProdList
6439
Advantage
60
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
2A PharmaChem USA
Tel
--
Fax
--
Email
sales@2apharmachem.com
Country
United States
ProdList
6137
Advantage
39
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
APAC Pharmaceutical, LLC
Tel
--
Fax
--
Email
sales@apacpharma.com
Country
United States
ProdList
6322
Advantage
38
Moravek Biochemicals, Inc.
Tel
--
Fax
--
Email
moravek@worldnet.att.net
Country
United States
ProdList
1227
Advantage
69
American Custom Chemicals Corporation
Tel
--
Fax
--
Email
sales@acccorporation.com
Country
United States
ProdList
6820
Advantage
51
Chemiplus Corporation
Tel
--
Fax
--
Email
okazaki@chemiplus.com
Country
United States
ProdList
3198
Advantage
38
TimTec Corporation
Tel
--
Fax
--
Country
United States
ProdList
1945
Advantage
58
R. K. Associate
Tel
--
Fax
--
Country
United States
ProdList
194
Advantage
30
D & O PHARMACHEM INC.
Tel
--
Fax
--
Email
info@dochem.com
Country
United States
ProdList
202
Advantage
51
Trans World Chemicals, Inc.
Tel
--
Fax
--
Email
transworldchems@aol.com
Country
United States
ProdList
1591
Advantage
59
ChemPacific Corporation
Tel
--
Fax
--
Email
sales@chempacific.com
Country
United States
ProdList
6891
Advantage
51
ASDI Incorporated
Tel
--
Fax
--
Email
customerservice@asdi.net
Country
United States
ProdList
6922
Advantage
67
Beta Pharma, Inc.
Tel
--
Fax
--
Email
sales@betapharma.com
Country
United States
ProdList
6226
Advantage
60
ECA International Corporation
Tel
--
Fax
--
Email
services@ecacorporation.com
Country
United States
ProdList
1062
Advantage
52
Synergetica, Inc.
Tel
--
Fax
--
Email
lee.dewitt@synergeticainc.com
Country
United States
ProdList
100
Advantage
51
BOSCHE SCIENTIFIC, LLC
Tel
--
Fax
--
Email
Sales@BoscheSci.com
Country
United States
ProdList
6477
Advantage
55
AcceleDev Chemical LLC
Tel
--
Fax
--
Email
info@acceledev.com
Country
United States
ProdList
632
Advantage
42
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
More
Less

View Lastest Price from 2-Amino-6-fluorobenzonitrile manufacturers

Nanjing Fred Technology Co., Ltd
Product
2-Amino-6-fluorobenzonitrile 77326-36-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1 ton
Release date
2023-12-28
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-Amino-6-fluorobenzonitrile 77326-36-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
2-Amino-6-fluorobenzonitrile 77326-36-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09

77326-36-4, 2-Amino-6-fluorobenzonitrileRelated Search:

ALTRENOGEST Florfenicol 4-Fluorobenzaldehyde Glycine 4-Fluorobenzonitrile 2-Aminobenzonitrile Betaine 4-Aminobenzonitrile 2-Amino-6-fluorobenzoic acid Diaminomaleonitrile Transfluthrin 2,4-Dinitrofluorobenzene 2-DIMETHYLAMINO-6-FLUOROBENZONITRILE 3-CYANO-4-DIMETHYLAMINO-2-FLUOROBENZALDEHYDE 5-Amino-2-fluorobenzonitrile,5-Amino-2-fluorobenzonitrile98%,5-Amino-2-fluorobenzonitrile 98% 2-AMINO-5-FLUOROBENZONITRILE N-(2-CYANO-3-FLUOROPHENYL)PYRROLE N1-(2-CYANO-3-FLUOROPHENYL)-2-CHLOROACETAMIDE

  • 2-FLUORO-6-AMINOBENZONITRILE
  • 2-AMINO-6-FLUOROBENZONITRILE
  • 6-FLUOROANTHRANILONITRILE
  • 6-AMINO-2-FLUOROBENZONITRILE
  • 2-Amino-6-fluorobenzonitrile, 97+% (6-Fluoroanthranilonitrile)
  • Benzonitrile, 2-amino-6-fluoro- (9CI)
  • 2-Amino-6-fluorobenzonitrile 98%
  • 2-Amino-6-fluorobenzonitrile98%
  • 6-Fluoro-2-aminobenzonitrile
  • 2-AMINO-6-FLUOROBENZONITRILE: 98.5%
  • 2-Cyano-3-fluorophenylaMine
  • 6-AMino-2-fluorobenzenecarbonitrile
  • 2-Cyano-3-fluoroaniline
  • 2-AMino-6-fluorobenz
  • 2-Cyano-3-fluoroaniline, 6-Fluoroanthranilonitrile
  • Amino-6-fluorobenzonitrile
  • 2-Amino-6-fL
  • 2-Amino-6-fluorobenzonitrile &gt
  • Benzonitrile, 2-amino-6-fluoro-
  • fluoroanthranilontitrile
  • 77326-36-4
  • C7H5FN2
  • H2NC6H3FCN
  • Building Blocks
  • C6 to C7
  • Organic Building Blocks
  • Nitrogen Compounds
  • Cyanides/Nitriles
  • Aromatic Nitriles
  • Benzene series
  • NITRILE
  • Amines
  • Aromatics
  • Miscellaneous Reagents
  • OLED