No renderable structure data available
C1=CC=C(C=C1)C=CC2=CC=CC=C2NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(2-phenylethenyl)aniline |
|---|---|
| IUPAC Name | — |
| CAS Number | 27652-35-3 |
| Database ID | 139378 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(2-phenylethenyl)aniline (CAS 27652-35-3) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 139378
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-362fc62075544821a758455f8f0b814bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a5f23784592f45d3ab29ca1698d54972Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a mixture of 12.9 g (0.057 mol) of 1-phenyl-2-(2-nitro-phenyl)-ethene and 210 ml of 17% strength aqueous hydrochloric acid is admixed with 38.7 g of tin powder and slowly heated to reflux temperature. The mixture is boiled under reflux for 2 hours and then cooled to room temperature and extracted repeatedly with diethyl ether. The organic phase is concentrated under reduced pressure. The residue that remains is admixed with water, and the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution and then extracted repeatedly with methylene chloride. The combined organic phases are dried over sodium sulphate and subsequently concentrated under reduced pressure. The residue that remains is chromatographed over silica gel using cyclohexane: ethyl acetate=3:1. Concentration of the eluate gives 8.5 g (76.4% of theory) of 2-(2-phenylethen-1-yl)-aniline in the form of a solid substance of melting point 80° C. slowly heated to reflux temperature under reflux for 2 hours extracted repeatedly with diethyl ether The organic phase is concentrated under reduced pressure the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution extracted repeatedly with methylene chloride The combined organic phases are dried over sodium sulphate subsequently concentrated under reduced pressure The residue that remains is chromatographed over silica gel
Source ID: ord-ff90d26ab3c044c79cd16ff60f873469Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a mixture of 12.9 g (0.057 mol) of 1-phenyl-2-(2-nitro-phenyl)-ethene and 210 ml of 17% strength aqueous hydrochloric acid is admixed with 38.7 g of tin powder and slowly heated to reflux temperature. The mixture is boiled under reflux for 2 hours and then cooled to room temperature and extracted repeatedly with diethyl ether. The organic phase is concentrated under reduced pressure. The residue that remains is admixed with water, and the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution and then extracted repeatedly with methylene chloride. The combined organic phases are dried over sodium sulphate and subsequently concentrated under reduced pressure. The residue that remains is chromatographed over silica gel using cyclohexane: ethyl acetate=3:1. Concentration of the eluate gives 8.5 g (76.4% of theory) of 2-(2-phenylethen-1-yl)-aniline in the form of a solid substance of melting point 80° C. slowly heated to reflux temperature under reflux for 2 hours extracted repeatedly with diethyl ether The organic phase is concentrated under reduced pressure the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution extracted repeatedly with methylene chloride The combined organic phases are dried over sodium sulphate subsequently concentrated under reduced pressure The residue that remains is chromatographed over silica gel
Source ID: ord-ff90d26ab3c044c79cd16ff60f873469Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C. At room temperature stirred at this temperature for 2 hours For work-up, the reaction mixture is then cooled to room temperature The organic phase is separated off dried over sodium sulphate concentrated under reduced pressure at 60° C The residue that remains is chromatographed over silica gel
Source ID: ord-6b559aa5e99f45c7ac2505d15179bda8Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C. At room temperature stirred at this temperature for 2 hours For work-up, the reaction mixture is then cooled to room temperature The organic phase is separated off dried over sodium sulphate concentrated under reduced pressure at 60° C The residue that remains is chromatographed over silica gel
Source ID: ord-6b559aa5e99f45c7ac2505d15179bda8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-362fc62075544821a758455f8f0b814bConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-a5f23784592f45d3ab29ca1698d54972Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a mixture of 12.9 g (0.057 mol) of l-phenyl-2-(2-nitro-phenyl)-ethene and 210 ml of 17% strength aqueous hydrochloric acid is admixed with 38.7 g of tin powder and slowly heated to reflux temperature. The mixture is boiled under reflux for 2 hours and then cooled to room temperature and extracted repeatedly with diethyl ether. The organic phase is concentrated under reduced pressure. The residue that remains is admixed with water, and the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution and then extracted repeatedly with methylene chloride. The combined organic phases are dried over sodium sulphate and subsequently concentrated under reduced pressure. The residue that remains is chromatographed over silica gel using cyclohexane:ethyl acetate=3:1. Concentration of the eluate gives 8.5 g (76.4% of theory) of 2-(2-phenylethen-1-yl)-aniline in the form of a solid substance of melting point 80° C. slowly heated to reflux temperature under reflux for 2 hours extracted repeatedly with diethyl ether The organic phase is concentrated under reduced pressure the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution extracted repeatedly with methylene chloride The combined organic phases are dried over sodium sulphate subsequently concentrated under reduced pressure The residue that remains is chromatographed over silica gel
Source ID: ord-054c80aaaeb744a9b29e666188facd4dConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C. At room temperature stirred at this temperature for 2 hours For work-up, the reaction mixture is then cooled to room temperature The organic phase is separated off dried over sodium sulphate concentrated under reduced pressure at 60° C The residue that remains is chromatographed over silica gel
Source ID: ord-466a20b292a147539ef12143e6d3d7feConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a mixture of 12.9 g (0.057 mol) of 1-phenyl-2-(2-nitro-phenyl)-ethene and 210 ml of 17% strength aqueous hydrochloric acid is admixed with 38.7 g of tin powder and slowly heated to reflux temperature. The mixture is boiled under reflux for 2 hours and then cooled to room temperature and extracted repeatedly with diethyl ether. The organic phase is concentrated under reduced pressure. The residue that remains is admixed with water, and the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution and then extracted repeatedly with methylene chloride. The combined organic phases are dried over sodium sulphate and subsequently concentrated under reduced pressure. The residue that remains is chromatographed over silica gel using cyclohexane: ethyl acetate=3:1. Concentration of the eluate gives 8.5 g (76.4% of theory) of 2-(2-phenylethen-1-yl)-aniline in the form of a solid substance of melting point 80° C. slowly heated to reflux temperature under reflux for 2 hours extracted repeatedly with diethyl ether The organic phase is concentrated under reduced pressure the resulting mixture is neutralized by addition of dilute aqueous sodium hydroxide solution extracted repeatedly with methylene chloride The combined organic phases are dried over sodium sulphate subsequently concentrated under reduced pressure The residue that remains is chromatographed over silica gel
Source ID: ord-1f5dd214c8a74640b41357d072cec18bConditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At room temperature, a solution of 0.3 g (0.0015 mol) of 2-(2-phenyl-ethen-1-yl)-aniline in 2 ml of toluene is admixed with a solution of 0.15 g (0.0015 mol) of triethylamine in 10 ml of toluene. At room temperature, 0.33 g (0.0015 mol) of 3-difluoromethoxy-thiophene-2-carbonyl chloride are added to this mixture with stirring. The mixture is subsequently heated to 50° C. and stirred at this temperature for 2 hours. For work-up, the reaction mixture is then cooled to room temperature and admixed with water. The organic phase is separated off, dried over sodium sulphate and then concentrated under reduced pressure at 60° C. The residue that remains is chromatographed over silica gel using diethyl ether. Concentration of the eluate gives 0.53 g (95% of theory) of 2-(2-phenyl-ethen-1-yl)-3-difluoromethoxy-thiophene-2-carboxanilide in the form of a solid substance of melting point 80 to 82° C. At room temperature stirred at this temperature for 2 hours For work-up, the reaction mixture is then cooled to room temperature The organic phase is separated off dried over sodium sulphate concentrated under reduced pressure at 60° C The residue that remains is chromatographed over silica gel
Source ID: ord-c17673300eb143d481dd8e9539ba6298PubChem References
These sources are listed in the compound's public database record.
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