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Chemical Structure| 866775-16-8 Chemical Structure| 866775-16-8

Structure of 866775-16-8

Chemical Structure| 866775-16-8

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Product Details of [ 866775-16-8 ]

CAS No. :866775-16-8
Formula : C7H2F3N3O2
M.W : 217.11
SMILES Code : N#CC1=NC=C(C(F)(F)F)C=C1[N+]([O-])=O
MDL No. :MFCD14702310

Safety of [ 866775-16-8 ]

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#:2811
Packing Group:

Application In Synthesis of [ 866775-16-8 ]

* 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 [ 866775-16-8 ]

[ 866775-16-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1214336-90-9 ]
  • copper(l) cyanide [ No CAS ]
  • [ 866775-16-8 ]
YieldReaction ConditionsOperation in experiment
With tetrabutylammomium bromide; In toluene; for 10.0h;Reflux; Intermediate A2: 3-Nitro-5-trifluoromethyl-pyridine-2-carbonitrile<strong>[1214336-90-9]2-Bromo-3-nitro-5-trifluoromethyl-pyridine</strong> (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(I) cyanide (9.92 g, 111 mmol) and the mixture was heated at reflux for 10 h. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750 ml). The organic fractions were combined, washed with water (2×250 ml) and brine (100 ml), dried (MgSO4) and concentrated in vacuo to afford the title product. 1H-NMR: [400 MHz, DMSO-d6 deltaH 9.55 (1H, m, ArH), 9.24 (1H, m, ArH)
With tetrabutylammomium bromide; In toluene; for 9.0h;Reflux; 2- Bromo-3-nitro-5-trifluoromethyl-pyridine (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 h. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750 ml). The organic fractions were combined, washed with water (2 x 250 ml), brine (100 ml), dried (MgS04) and concentrated under reduced pressure to afford the title product. H-NMR: [400MHz, DMSO-d6] ? 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)
With tetrabutylammomium bromide; In toluene; for 9.0h;Reflux; <strong>[1214336-90-9]2-Bromo-3-nitro-5-trifluoromethyl-pyridine</strong> (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 h. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750 ml). The organic fractions were combined, washed with water (2 x 250 ml), brine (100 ml), dried (MgS04) and concentrated under reduced pressure to afford the title product. H-NMR: [400MHz, DMSO-d6] ? 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)
With tetrabutylammomium bromide; In toluene; for 9.0h;Reflux; 2- Bromo-3-nitro-5-trifluoromethyl-pyridine (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 h. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750 ml). The organic fractions were combined, washed with water (2 x 250 ml), brine (100 ml), dried (MgS04) and concentrated under reduced pressure to afford the title product. H-NMR: [400MHz, DMSO-d6] ? 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)
With tetrabutylammomium bromide; In toluene; for 9.0h;Reflux; <strong>[1214336-90-9]2-Bromo-3-nitro-5-trifluoromethyl-pyridine</strong> (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (1 1 .90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 hrs. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750 ml). The organic fractions were combined, washed with water (2 x 250ml) and brine (100ml), dried dried (MgS04) and concentrated in vacuo to afford the title product.1 H-N MR: [400MHz, DMSO-de deltaEta 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)
1.04g With tetrabutylammomium bromide; In toluene; for 9.0h;Reflux; In the 2-bromo-3-nitro-5-trifluoromethyl pyridine (r) (2.0g, 7 . 37mmol) in toluene (50 ml) solution of tetrabutyl ammonium bromide was added (2.2g, 7 . 37mmol) and also cuprous cyanide (CuCN) (1.98g, 22 . 2mmol), refluxed the reaction for 9 hours. after cooling to room temperature, adding water (150 ml) and ethyl acetate (150 ml) mixed. Organic phase water (2x50ml) and saturated sodium chloride solution (20 ml) after washing, drying by anhydrous sodium sulfate, concentrated to obtain the product (s) (1.04g, 4 . 79mmol).

  • 2
  • [ 1214336-90-9 ]
  • [ 866775-16-8 ]
YieldReaction ConditionsOperation in experiment
With tetrabutylammomium bromide; copper(l) cyanide; In toluene; for 9.0h;Reflux; 2- Bromo-3-nitro-5-trifluoromethyl-pyridine (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 hrs. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750ml). The organic fractions were combined, washed with water (2 x 250 ml) and brine (100 ml), dried (MgS04) and concentrated in vacuo to afford the title product. H-NMR: [400MHz, DMSO-d6] ? 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)
 

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