Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 886501-33-3 Chemical Structure| 886501-33-3

Structure of 886501-33-3

Chemical Structure| 886501-33-3

2-Chloro-3,6-difluorobenzonitrile

CAS No.: 886501-33-3

4.5 *For Research Use Only !

Cat. No.: A691626 Purity: 95%

Change View

Size Price

US Stock

Global Stock

In Stock
1g łÇÿ¶ÊÊ Inquiry Inquiry
5g łÍď¶ÊÊ Inquiry Inquiry
25g łË§Ç¶ÊÊ Inquiry Inquiry

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1g

    łÇÿ¶ÊÊ

  • 5g

    łÍď¶ÊÊ

  • 25g

    łË§Ç¶ÊÊ

In Stock

- +

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 886501-33-3 ]

CAS No. :886501-33-3
Formula : C7H2ClF2N
M.W : 173.55
SMILES Code : N#CC1=C(F)C=CC(F)=C1Cl
MDL No. :MFCD06660175
InChI Key :AREWFYUZFHLWNH-UHFFFAOYSA-N
Pubchem ID :17750746

Safety of [ 886501-33-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H311-H331
Precautionary Statements:P261-P264-P270-P271-P280-P302+P352-P304+P340-P310-P330-P361-P403+P233-P405-P501
Class:6.1
UN#:3276
Packing Group:

Application In Synthesis of [ 886501-33-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 886501-33-3 ]

[ 886501-33-3 ] Synthesis Path-Downstream   1~33

  • 1
  • [ 890133-16-1 ]
  • [ 886501-33-3 ]
YieldReaction ConditionsOperation in experiment
With acetic anhydride; for 16.0h;Heating / reflux; EXAMPLE 54 4-Chloro-3-fluoro-10-methyl-9H-imidazo[1,5-a][1,2,4]triazolo[1,5-d][1,4]benzodiazepine hydrochloride (1:1); a) 2-Chloro-3-fluoro-6-(4-methyl-imidazol-1-yl)-benzonitrile; A solution of 2-chloro-3,6-difluoro-benzaldehyde (16.5 g, 93 mmol) in ethanol (80 ml) was treated with hydroxylamine HCl (7.80 g, 112 mmol) and sodium acetate (9.20 g, 112 mmol). The mixture was heated under reflux for 16 h, then the solvent was evaporated, and the residue stirred with water. The precipitate was filtered and dried to afford 2-chloro-3,6-difluoro-benzaldehyde oxime. It was dissolved in acetic anhydride (140 ml) and refluxed for 16 h, then the mixture was evaporated to afford 2-chloro-3,6-difluoro-benzonitrile as a light brown liquid (10.6 g, 65%). In analogy to example 5a, this compound was reacted with 4-methylimidazole and potassium carbonate for 20 h at 90 C. Aqueous workup, extraction with Ethyl acetate followed by chromatography (SiO2, dichloromethane:methanol=100:0 to 97:3) afforded the title compound as a white solid (yield: 6%). MS: m/e=336.1 [M+H]+.
  • 2
  • [ 886501-33-3 ]
  • [ 261761-55-1 ]
YieldReaction ConditionsOperation in experiment
2,3-dichIoro-iV-hydroxybenzamidineTo <strong>[886501-33-3]2-chloro-3,6-difluorobenzonitrile</strong> (0.36 g, 2.08 mmol) in 95 % EtOH (4 mL) was added H2NOH-HCl (0.32 g, 4.56 mmol) and Et3N (0.66 mL, 4.77 mmol). The mixture was stirred at 75 0C for 18 h. After cooling to rt, the mixture was filtered. The filtrate was diluted with water (3 mL), and neutralized to pH 7 with aq. cone. HCl. The solvents were partially evaporated under reduced pressure, and the residue was filtered, washed with water, and dried under vacuum. The residue (0.4Ig) was used in the next step without further purification. LC-MS: Rt = 0.34 min, ES+=207.02.
  • 3
  • [ 886501-33-3 ]
  • [ 890846-73-8 ]
YieldReaction ConditionsOperation in experiment
To <strong>[886501-33-3]2-chloro-3,6-difluorobenzonitrile</strong> (0.36 g, 2.08 mmol) in 95 % EtOH (4 mL) was added H2NOH-HCl (0.32 g, 4.56 mmol) and Et3N (0.66 mL, 4.77 mmol). The mixture was stirred at 75 0C for 18 h. After cooling to rt, the mixture was filtered. The filtrate was diluted with water (3 mL), and neutralized to pH 7 with aq. cone. HCl. The solvents were partially evaporated under reduced pressure, and the residue was filtered, washed with water, and dried under vacuum. The residue (0.41 g) was used in the next step without further purification. LC-MS: tR = 0.34 min, ES+ = 207.02.
  • 4
  • [ 886501-33-3 ]
  • [ 534-07-6 ]
  • [ 890934-09-5 ]
YieldReaction ConditionsOperation in experiment
43% at 130℃; for 24.0h; A mixture of 2-chloro-3,6-difluorobenzamide and 1,3-dichloroacetone was stirred for 24 h at 130 0C. Purification of the residue by FC (EtOAc/heptane 10:90) yielded the title compound (0.30 g, 43%). LC-MS: tR = 0.97 min; ES+: 264.07.
  • 5
  • [ 261762-40-7 ]
  • [ 886501-33-3 ]
YieldReaction ConditionsOperation in experiment
2-ChIoro-3,6-difluorobenzoαitriIe2-Chloro-3,6-difluorobenzamide (0.80 g, 4.18 mmol) in POCl3 (12 mL) was heated for 2 h at 95 0C. The sol. was cooled and the excess of POCl3 was removed by distillation under reduced pressure. The residue was diluted with EtOAc and aq. 10% K2CO3 was cautiously added. The layers were separated and the org. phase was washed with water (2x), and brine. The org. extracts were dried over MgSO4, filtered, and the solvent were removed under reduced pressure to yield the title compound (0.46 g) that was not further purified.
2-Chloro-3,6-difluorobenzamide (0.80 g, 4.18 mmol) in POCl3 (12 mL) was heated for 2 h at 95 0C. The sol. was cooled and the excess of POCl3 was removed by distillation under reduced pressure. The residue was diluted with EtOAc and aq. 10% K2CO3 was cautiously added. The layers were separated and the org. phase was washed with water (2x), and brine. The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure to yield the title compound (0.46 g) that was not further purified.
  • 6
  • [ 886501-33-3 ]
  • 2-chloro-3-fluoro-6-sulfanyl-benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With sodiosulfanylsodium; In N,N-dimethyl-formamide; at 20℃; for 0.75h;Inert atmosphere; Cooling with ice; A flask containing a solution of 2-chloro-3,6-difluoro-benzonitrile (2.0 g, 1 1.5 mmol) in DMF (10 mL) was sparged with nitrogen, cooled in ice, and treated with sodiosulfanylsodium (944 mg, 12.1 mmol). The yellow suspension was stirred and slowly allowed to warm to ambient temperature. After 45 min, the reaction mixture was diluted with 1 M NaOH, washed with 2 portions of dichloromethane, acidified to pH 2 with cone. HC1, and extracted with 2 portions of dichloromethane. The dichloromethane was washed with two portions of brine, dried over MgS04, filtered, and evaporated to yield 2-chloro-3-fluoro-6-sulfanyl-benzonitrile (1 .44 g, 7.7 mmol, 67% yield) as a waxy pale yellow solid, m/z (ES-API-neg) [M-H] = 186.
  • 7
  • [ 886501-33-3 ]
  • 2-chloro-6-(difluoromethylsulfanyl)-3-fluoro-benzonitrile [ No CAS ]
  • 8
  • [ 886501-33-3 ]
  • 2-chloro-6-(difluoromethylsulfonyl)-3-fluoro-benzonitrile [ No CAS ]
  • 9
  • [ 886501-33-3 ]
  • 2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)benzonitrile [ No CAS ]
  • 10
  • [ 886501-33-3 ]
  • 2-chloro-6-(difluoromethylsulfanyl)-3-fluoro-benzaldehyde [ No CAS ]
  • 11
  • [ 886501-33-3 ]
  • [2-chloro-6-(difluoromethylsulfanyl)-3-fluoro-phenyl]methanol [ No CAS ]
  • 12
  • [ 886501-33-3 ]
  • [2-chloro-6-(difluoromethylsulfonyl)-3-fluoro-phenyl]methanol [ No CAS ]
  • 13
  • [ 886501-33-3 ]
  • (2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)phenyl)methanol [ No CAS ]
  • 14
  • [ 886501-33-3 ]
  • [2-chloro-3-(3-chloro-5-fluoro-phenoxy)-6-(difluoromethylsulfonyl)phenyl]methyl methanesulfonate [ No CAS ]
  • 15
  • [ 886501-33-3 ]
  • 2-chloro-1-(3-chloro-5-fluorophenoxy)-4-((difluoromethyl)sulfonyl)-3-(methoxymethyl)benzene [ No CAS ]
  • 16
  • [ 886501-33-3 ]
  • 1-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)benzyl)-1H-imidazole [ No CAS ]
  • 2-chloro-1-(3-chloro-5-fluorophenoxy)-3-(chloromethyl)-4-((difluoromethyl)sulfonyl)benzene [ No CAS ]
  • 17
  • [ 886501-33-3 ]
  • N-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)benzyl)-2,2,2-trifluoroethan-1-amine [ No CAS ]
  • 18
  • [ 886501-33-3 ]
  • N-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)benzyl)tetrahydro-2H-pyran-4-amine [ No CAS ]
  • 19
  • [ 886501-33-3 ]
  • N-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((difluoromethyl)sulfonyl)benzyl)tetrahydro-2H-pyran-3-amine [ No CAS ]
  • 20
  • [ 886501-33-3 ]
  • 2-chloro-3-fluoro-6-((trifluoromethyl)thio)benzonitrile [ No CAS ]
  • 21
  • [ 886501-33-3 ]
  • 2-chloro-3-fluoro-6-((trifluoromethyl)sulfonyl)benzonitrile [ No CAS ]
  • 22
  • [ 886501-33-3 ]
  • 2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((trifluoromethyl)sulfonyl)benzonitrile [ No CAS ]
  • 23
  • [ 886501-33-3 ]
  • 2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((trifluoromethyl)sulfonyl)benzaldehyde [ No CAS ]
  • 24
  • [ 886501-33-3 ]
  • 1-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((trifluoromethyl)sulfonyl)phenyl)-N-methylmethanamine [ No CAS ]
  • 25
  • [ 886501-33-3 ]
  • N-(2-chloro-3-(3-chloro-5-fluorophenoxy)-6-((trifluoromethyl)sulfonyl)benzyl)-2-fluoroethan-1-amine [ No CAS ]
  • 26
  • [ 2367-91-1 ]
  • [ 886501-33-3 ]
  • 27
  • [ 886501-33-3 ]
  • 4-chloro-5-fluoro-1H-indazol-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.32 g With hydrazine hydrate; In ethanol; for 4.0h;Reflux; Example 154A 4-Chloro-5-fluoro-1H-indazol-3-amine <strong>[886501-33-3]2-chloro-3,6-difluorobenzonitrile</strong> (purity 60%, 0.42 g, 1.45 mmol) was dissolved in ethanol (12 mL) and treated with hydrazine hydrate (0.49 g, 9.68 mmol). After stirring at reflux for 4 h, the mixture was cooled to RT and concentrated in vacuo. The residue was dissolved in a mixture of water and ethyl acetate. The aqueous layer was extracted once more with ethyl acetate. The combined organic layers were washed with water and with brine, dried over magnesium sulfate, concentrated in vacuo and dried to yield the title compound (0.32 g, 99% of theory) in a purity of 85%. LC-MS (Method 1B): Rt=0.63 min, MS (ESIPos): m/z=186 [M+H]+
With hydrazine hydrate; In ethanol; for 4.0h;Reflux; <strong>[886501-33-3]2-chloro-3,6-difluorobenzonitrile</strong> (purity 60%, 0.42 g, 1.45 mmol) was dissolved in ethanol (12 mL) and treated with hydrazine hydrate (0.49 g, 9.68 mmol). After stirring at reflux for 4 h, the mixture was cooled to RT and concentrated in vacuo. The residue was dissolved in a mixture of water and ethyl acetate. The aqueous layer was extracted once more with ethyl acetate. The combined organic layers were washed with water and with brine, dried over magnesium sulfate, concentrated in vacuo and dried to yield the title compound (0.32 g, 99% of theory) in a purity of 85%. LC-MS (Method IB): Rt = 0.63 min, MS (ESIPos): m/z = 186 [M+H]+
  • 28
  • [ 886501-33-3 ]
  • tert-butyl 4-(10-chloro-9-fluoro-2-oxo-1,2-dihydropyrimido[1,2-b]indazol-4-yl)piperidine-1-carboxylate [ No CAS ]
  • 29
  • [ 261762-39-4 ]
  • [ 886501-33-3 ]
YieldReaction ConditionsOperation in experiment
0.42 g With [bis(acetoxy)iodo]benzene; ammonium acetate; sodium dodecyl-sulfate; In water; at 70℃; for 0.5h; Example 153A 2-Chloro-3,6-difluorobenzonitrile A mixture of 2-chloro-3,6-difluorobenzaldehyde (1.51 g, 8.5 mmol), sodium lauryl sulfate (0.49 g, 1.71 mmol), (Diacetoxyiodo)benzene (4.12 g, 12.8 mmol) and ammonium acetate (3.29 g, 42.7 mmol) in water (9 mL) was stirred at 70 C. for 30 min After extraction with dichloromethane, the organic phase was dried over magnesium sulfate and concentrated in vacuo. Purification via preparative HPLC (Method 1A) afforded the title compound (0.42 g, 28% of theory) in a purity of 60%. GC-MS (Method 1G): Rt=2.80 min, MS (ESIPos): m/z=175 [M+H]+
With [bis(acetoxy)iodo]benzene; ammonium acetate; sodium dodecyl-sulfate; In water; at 70℃; for 0.5h; A mixture of 2-chloro-3,6-difluorobenzaldehyde (1.51 g, 8.5 mmol), sodium lauryl sulfate (0.49 g, 1.71 mmol), (Diacetoxyiodo)benzene (4.12 g, 12.8 mmol) and ammonium acetate (3.29 g, 42.7 mmol) in water (9 mL) was stirred at 70 C for 30 min. After extraction with dichloromethane, the organic phase was dried over magnesium sulfate and concentrated in vacuo. Purification via preparative HPLC (Method 1A) afforded the title compound (0.42 g, 28% of theory) in a purity of 60%. GC-MS (Method 1G): Rt = 2.80 min, MS (ESIPos): m/z = 175 [M+H]+
  • 30
  • [ 886501-33-3 ]
  • 10-chloro-9-fluoro-4-(piperidin-4-yl)pyrimido[1,2-b]indazol-2(1H)-one hydrochloride [ No CAS ]
  • 31
  • [ 886501-33-3 ]
  • 2-chloro-3-fluoro-6-(methylthio)benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
37% With sodium sulfide; In N,N-dimethyl-formamide; at 20℃; for 3.0h;Inert atmosphere; Cooling with ice; A vial containing a clear solution of 2-chloro-3,6-difluoro-benzonitrile (1.00 g, 5.8 mmol) in]V Ndimethylformamide (DMF, 5 mL) was flushed with nitrogen, cooled in ice, and treated with sodium sulfide (472 mg, 6.1 mmol). The stirred yellow suspension was allowed to slowly warm to ambient temperature. After 3 hours, the reaction mixture was treated with dimethyl sulfate (0.60 rnL, 6.3 mmol). The yellow suspension turned milky white. The reaction mixture was partitioned between EtOAc and water. The EtOAc was washed with brine, dried over MgSO4, filtered, and evaporated. The residue was chroniatographed on a Biotage 50 g SNAP column with a 10% to 40% EtOAc/hexane gradient to afford 2-chloro-3-fluoro-6- (rnethylthio)benzonitrile (430 mg, 2.13 rnmol, 37% yield) as a fluffy white solid.
  • 32
  • [ 886501-33-3 ]
  • N-((3-chloro-2-cyano-4-fluorophenyl)(methyl)-λ4-sulfanylidene)cyanamide [ No CAS ]
  • 33
  • [ 886501-33-3 ]
  • N-((3-chloro-2-cyano-4-fluorophenyl)(methyl)(oxo)-λ6-sulfanylidene)cyanamide [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 886501-33-3 ]

Fluorinated Building Blocks

Chemical Structure| 916420-65-0

A339460 [916420-65-0]

3,6-Dichloro-2-fluorobenzonitrile

Similarity: 0.95

Chemical Structure| 1715912-82-5

A696145 [1715912-82-5]

2-Chloro-6-fluoro-4-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886500-98-7

A321968 [886500-98-7]

2-Chloro-6-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886502-19-8

A553472 [886502-19-8]

6-Chloro-2-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 668-45-1

A757823 [668-45-1]

2-Chloro-6-fluorobenzonitrile

Similarity: 0.93

Aryls

Chemical Structure| 916420-65-0

A339460 [916420-65-0]

3,6-Dichloro-2-fluorobenzonitrile

Similarity: 0.95

Chemical Structure| 1715912-82-5

A696145 [1715912-82-5]

2-Chloro-6-fluoro-4-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886500-98-7

A321968 [886500-98-7]

2-Chloro-6-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886502-19-8

A553472 [886502-19-8]

6-Chloro-2-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 668-45-1

A757823 [668-45-1]

2-Chloro-6-fluorobenzonitrile

Similarity: 0.93

Chlorides

Chemical Structure| 916420-65-0

A339460 [916420-65-0]

3,6-Dichloro-2-fluorobenzonitrile

Similarity: 0.95

Chemical Structure| 1715912-82-5

A696145 [1715912-82-5]

2-Chloro-6-fluoro-4-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886500-98-7

A321968 [886500-98-7]

2-Chloro-6-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886502-19-8

A553472 [886502-19-8]

6-Chloro-2-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 668-45-1

A757823 [668-45-1]

2-Chloro-6-fluorobenzonitrile

Similarity: 0.93

Nitriles

Chemical Structure| 916420-65-0

A339460 [916420-65-0]

3,6-Dichloro-2-fluorobenzonitrile

Similarity: 0.95

Chemical Structure| 1715912-82-5

A696145 [1715912-82-5]

2-Chloro-6-fluoro-4-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886500-98-7

A321968 [886500-98-7]

2-Chloro-6-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 886502-19-8

A553472 [886502-19-8]

6-Chloro-2-fluoro-3-methylbenzonitrile

Similarity: 0.93

Chemical Structure| 668-45-1

A757823 [668-45-1]

2-Chloro-6-fluorobenzonitrile

Similarity: 0.93