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Chemical Structure| 50594-81-5 Chemical Structure| 50594-81-5

Structure of 50594-81-5

Chemical Structure| 50594-81-5

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Product Details of [ 50594-81-5 ]

CAS No. :50594-81-5
Formula : C7H4Cl2F3N
M.W : 230.02
SMILES Code : NC1=CC(C(F)(F)F)=CC(Cl)=C1Cl
MDL No. :MFCD12913490

Safety of [ 50594-81-5 ]

Application In Synthesis of [ 50594-81-5 ]

* 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 [ 50594-81-5 ]

[ 50594-81-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 657-02-3 ]
  • [ 50594-81-5 ]
YieldReaction ConditionsOperation in experiment
78% (b) 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene 500 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-alpha,alpha,alpha-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (129.9 g. 78%) b.p. 65-70 C./1-2 mm.
78% (b) 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene 600 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-alpha,alpha,alpha-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (129.9 g. 78%) b.p. 65-70 C./1-2 mm.
78% (b) 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene 500 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-alpha,alpha,alpha-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (129.9 g. 78% b.p. 65-70 C./1-2 mm.
78% b. 5-Amino-3,4-dichloro-alpha,alpha,alpha -trifluorotoluene 500 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-alpha,alpha,alpha-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (129.9 g. 78%) b.p. 65-70 C./1-2 mm.
78% b. 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene 500 ml. of an ethanolic solution containing 3,4-dichloro-5-nitro-alpha,alpha,alpha-trifluorotoluene (188 g. 0.72 mol), and platinum oxide (Adam's catalyst) (0.2 g.) is reduced at room temperature in a low pressure hydrogenation apparatus to give 5-Amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (129.9 g. 78%) b.p. 65-70 C./1-2 mm.

  • 2
  • [ 50594-81-5 ]
  • [ 50594-82-6 ]
YieldReaction ConditionsOperation in experiment
55% With sodium nitrite;copper(I) chloride; In hydrogenchloride; water; (c) 3,4,5-Trichloro-alpha,alpha,alpha-trifluorotoluene A solution of sodium nitrite (39 g.) in water (85 ml.) is added over 1 hour to a solution of 5-amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (117.5 g., 0.51 mol) in 1700 ml. concentrated hydrochloric acid at -6 C. and the solution stirred for 1 hour then filtered. The filtrate is added to a solution of cuprous chloride (76.5 g.) in concentrated hydrochloric acid (500 ml.) over 5 minutes at 0 to 8 C. and gradually heated to 80 C. over 80 minutes. The reaction mixture is cooled to 35 C. and extracted with hexane (2*300 ml.). The extract is washed with water, 2% sodium hydroxide solution, dried and distilled to give 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (70 g., 55%) b.p. 82-86 C./10 mm, 95% pure.
55% With sodium nitrite;copper(I) chloride; In hydrogenchloride; water; (c) 3,4,5-trichloro-alpha,alpha, alpha-trifluorotoluene A solution of sodium nitrite (39 g.) in water (85 ml.) is added over 1 hour to a solution of 5-amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (117.5 g., 0.51 mol) in 1700 ml. concentrated hydrochloric acid at -6 C. and the solution stirred for 1 hour then filtered. The filtrate is added to a solution of cuprous chloride (76.5 g.) in concentrated hydrochloric acid (500 ml.) over 5 minutes at 0 to 8 C. and gradually heated to 80 C. over 80 minutes. The reaction mixture is cooled to 35 C. and extracted with hexane (2*300 ml.). The extract is washed with water, 2% sodium hydroxide solution, dried and distilled to give 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (70 g., 55%) b.p. 82-86 C./10 mm, 95% pure.
55% With sodium nitrite;copper(I) chloride; In hydrogenchloride; water; c. 3,4,5-Trichloro-alpha,alpha,alpha-trifluorotoluene A solution of sodium nitrite (39 g.) in water (85 ml.) is added over 1 hour to a solution of 5-amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (117.5 g., 0.51 mol) in 1700 ml. concentrated hydrochloric acid at -6 C. and the solution stirred for 1 hour then filtered. The filtrate is added to a solution of cuprous chloride (76.5 g.) in concentrated hydrochloric acid (500 ml.) over 5 minutes at 0 to 8 C. and gradually heated to 80 C. over 80 minutes. The reaction mixture is cooled to 35 C. and extracted with hexane (2*300 ml.). The extract is washed with water, 2% sodium hydroxide solution, dried and distilled to give 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (70 g., 55%) b.p. 82-86 C./10 mm, 95% pure.
55% With sodium nitrite;copper(I) chloride; In hydrogenchloride; water; c. 3,4,5-Trichloro-alpha,alpha,alpha-trifluorotoluene A solution of sodium nitrite (39 g.) in water (85 ml.) is added over 1 hour to a solution of 5-amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (117.5 g., 0.51 mol) in 1700 ml. concentrated hydrochloric acid at -6 C. and the solution stirred for 1 hour then filtered. The filtrate is added to a solution of cuprous chloride (76.5 g.) in concentrated hydrochloric acid (500 ml.) over 5 minutes at 0 to 8 C. and gradually heated to 80 C. over 80 minutes. The reaction mixture is cooled to 35 C. and extracted with hexane (2 * 300 ml.). The extract is washed with water, 2% sodium hydroxide solution, dried and distilled to give 3,4,5-trichloro-alpha,alpha,alpha-trifluorotoluene (70 g., 55%) b.p. 82-86 C./10 mm, 95% pure.
55% With sodium nitrite;copper(I) chloride; In hydrogenchloride; water; c. 3,4,5-Trichloro-alpha,alpha,alpha-trifluorotoluene A solution of sodium nitrite (39 g.) in water (85 ml.) is added over 1 hour to a solution of 5-amino-3,4-dichloro-alpha,alpha,alpha-trifluorotoluene (117.5 g., 0.51 mol) in 1700 ml. concentrated hydrochloric acid at -6 C. and the solution stirred for 1 hour then filtered. The filtrate is added to a solution of cuprous chloride (76.5 g.) in concentrated hydrochloric acid (500 ml.) over 5 minutes at 0 to 8 C. and gradually heated to 80 C. over 80 minutes. The reaction mixture is cooled to 35 C. and extracted with hexane (2 * 300 ml.). The extract is washed with water, 2% sodium hydroxide solution, dried and distilled to give 3,4,5-trichloro-alpha,alpha,alpha--trifluorotoluene (70 g., 55%) b.p. 82-86 C./10 mm, 95% pure.

 

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