No renderable structure data available
O1C(C)CC2=CC=CC(=C12)NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-Methyl-2,3-dihydrobenzofuran-7-aMine |
|---|---|
| IUPAC Name | — |
| CAS Number | 26210-74-2 |
| Database ID | 13535826 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-Methyl-2,3-dihydrobenzofuran-7-aMine (CAS 26210-74-2) 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 13535826
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-14c260e7ab554e8c9eb13de801a19873Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 157 ml of concentrated hydrochloric acid and 66.1 g of 1C was stirred at room temperature for one hour, then 485 ml of water was added. The mixture was warmed to 70° C., then allowed to cool and stand at room temperature for 18 hours, then cooled to 5° C., while a solution of 33.7 g of sodium nitrite in 48 ml of water was added drop-by-drop (over 20 minutes). The resulting solution was stirred at 5° C. for 1 hour, then added drop-by-drop (over 10 minutes) to a stirred mixture of 393.5 g of sodium sulfite in 755 ml of water, at 5° C. The resulting mixture was stirred at room temperature for 2 hours, then a slurry of 77.2 g of sodium dithionite in 100 ml of water was added, in portions, to the stirred mixture. The mixture was stirred for 2 hours at room temperature, then at 70° C. for 15 minutes, when 1 pound of potassium chloride was added. The mixture was stirred at room temperature for 18 hours, cooled to 4° C. and filtered. 125 g of the resulting solid product was mixed with 500 ml of methanol. The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added. The mixture was stirred for 1 hour at 0° C., then most of the methanol was evaporated under reduced pressure at room temperature. The mixture was mixed with 500 ml of cold water, made basic by the addition of 50% aqueous sodium hydroxide solution, and extracted with ether. The extract was dried (MgSO4), and the solvent was evaporated to give 7-hydrazino-2,3-dihydro-2-methylbenzofuran (1D), as an amber syrup. The mixture was warmed to 70° C. to cool stand at room temperature for 18 hours was added drop-by-drop (over 20 minutes) The resulting solution was stirred at 5° C. for 1 hour The resulting mixture was stirred at room temperature for 2 hours The mixture was stirred for 2 hours at room temperature at 70° C. for 15 minutes The mixture was stirred at room temperature for 18 hours cooled to 4° C. filtered 125 g of the resulting solid product was mixed with 500 ml of methanol The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added The mixture was stirred for 1 hour at 0° C. most of the methanol was evaporated under reduced pressure at room temperature The mixture was mixed with 500 ml of cold water made basic by the addition of 50% aqueous sodium hydroxide solution extracted with ether The extract was dried (MgSO4) the solvent was evaporated
Source ID: ord-d5f54da1bcee4a85816d939912ba8988Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 81 g of 1B, 400 ml of tetrahydrofuran (THF) and 3 g of activated Raney nickel catalyst was shaken under 35 p.s.i.g. hydrogen pressure at room temperature for 4 hours. The resulting mixture was treated with 20 g of magnesium sulfate, filtered and the solvent was evaporated from the filtrate, to give 7-amino-2,3-dihydro-2-methylbenzofuran (1C), as an amber syrup. filtered the solvent was evaporated from the filtrate
Source ID: ord-5e300ed198aa443a82891f599d71acb8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 81 g of 1B, 400 ml of tetrahydrofuran (THF) and 3 g of activated Raney nickel catalyst was shaken under 35 p.s.i.g. hydrogen pressure at room temperature for 4 hours. The resulting mixture was treated with 20 g of magnesium sulfate, filtered and the solvent was evaporated from the filtrate, to give 7-amino-2,3-dihydro-2-methylbenzofuran (1C), as an amber syrup. filtered the solvent was evaporated from the filtrate
Source ID: ord-5e300ed198aa443a82891f599d71acb8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 81 g of 1B, 400 ml of tetrahydrofuran (THF) and 3 g of activated Raney nickel catalyst was shaken under 35 p.s.i.g. hydrogen pressure at room temperature for 4 hours. The resulting mixture was treated with 20 g of magnesium sulfate, filtered and the solvent was evaporated from the filtrate, to give 7-amino-2,3-dihydro-2-methylbenzofuran (1C), as an amber syrup. filtered the solvent was evaporated from the filtrate
Source ID: ord-12053be2ae1a4bbe8cc39785391c23c4Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-14c260e7ab554e8c9eb13de801a19873Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound, MS: m/e=377.4 (M+H+), was prepared in accordance with the general method of example 14 from 2-chloro-6-nitro-quinoline, 2,3-dihydro-2-methyl-7-benzofuranamine (CAS 26210-74-2) and isopropyl isocyanate.
Source ID: ord-6f7e4f5a505d430b93e5db368dae9c39Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound, MS: m/e=292.0 (M+H+), was prepared in accordance with the general method of example 1 from 5-nitro-2-chloroquinoline and 2,3-dihydro-2-methyl-7-benzofuranamine (CAS 26210-74-2).
Source ID: ord-d5ccacedf6fc4a849fc1b0a752b4d757Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 157 ml of concentrated hydrochloric acid and 66.1 g of 1C was stirred at room temperature for one hour, then 485 ml of water was added. The mixture was warmed to 70° C., then allowed to cool and stand at room temperature for 18 hours, then cooled to 5° C. while a solution of 33.7 g of sodium nitrite in 48 ml of water was added drop-by-drop (over 20 minutes). The resulting solution was stirred at 5° C. for 1 hour, then added drop-by-drop (over 10 minutes) to a stirred mixture of 393.5 g of sodium sulfite in 755 ml of water, at 5° C. The resulting mixture was stirred at room temperature for 2 hours, then a slurry of 77.2 g of sodium dithionite in 100 ml of water was added, in portions, to the stirred mixture. The mixture was stirred for 2 hours at room temperature, then at 70° C. for 15 minutes, when 1 pound of potassium chloride was added. The mixture was stirred at room temperature for 18 hours, cooled to 4° C. and filtered. 125 g of the resulting solid product was mixed with 500 ml of methanol. The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added. The mixture was stirred for 1 hour at 0° C., then most of the methanol was evaporated under reduced pressure at room temperature. The mixture was mixed with 500 ml of cold water, made basic by addition of 50% aqueous sodium hydroxide solution, and extracted with ether. The extract was dried (MgSO4) and the solvent was evaporated to give 7-hydrazino-2,3dihydro-2-methylbenzofuran (1D), as an amber syrup. The mixture was warmed to 70° C. to cool stand at room temperature for 18 hours was added drop-by-drop (over 20 minutes) The resulting solution was stirred at 5° C. for 1 hour The resulting mixture was stirred at room temperature for 2 hours The mixture was stirred for 2 hours at room temperature at 70° C. for 15 minutes The mixture was stirred at room temperature for 18 hours cooled to 4° C. filtered 125 g of the resulting solid product was mixed with 500 ml of methanol The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added The mixture was stirred for 1 hour at 0° C. most of the methanol was evaporated under reduced pressure at room temperature The mixture was mixed with 500 ml of cold water made basic by addition of 50% aqueous sodium hydroxide solution extracted with ether The extract was dried (MgSO4) the solvent was evaporated
Source ID: ord-14f0d8cfec564abcbf02ebb26268900eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound, MS: m/e=421.4 (M+H+), was prepared from 5-nitro-2-chloroquinoline, 2,3-dihydro-2-methyl-7-benzofuranamine (CAS 26210-74-2) and indole-4-carbaldehyde as described in example 26.
Source ID: ord-b8a26f4e12ea47c59c7c2ca0083cc01fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The title compound, MS: m/e=468.3 (M+H+), was prepared in accordance with the general method of example 89 from 5-nitro-2-chloroquinoline, 3,5-difluorobenzenesulfonylchloride and 2,3-dihydro-2-methyl-7-benzofuranamine (CAS 26210-74-2).
Source ID: ord-e251b91f210b4ee1a84288291de36fe4Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 157 ml of concentrated hydrochloric acid and 66.1 g of 1C was stirred at room temperature for one hour, then 485 ml of water was added. The mixture was warmed to 70° C., then allowed to cool and stand at room temperature for 18 hours, then cooled to 5° C., while a solution of 33.7 g of sodium nitrite in 48 ml of water was added drop-by-drop (over 20 minutes). The resulting solution was stirred at 5° C. for 1 hour, then added drop-by-drop (over 10 minutes) to a stirred mixture of 393.5 g of sodium sulfite in 755 ml of water, at 5° C. The resulting mixture was stirred at room temperature for 2 hours, then a slurry of 77.2 g of sodium dithionite in 100 ml of water was added, in portions, to the stirred mixture. The mixture was stirred for 2 hours at room temperature, then at 70° C. for 15 minutes, when 1 pound of potassium chloride was added. The mixture was stirred at room temperature for 18 hours, cooled to 4° C. and filtered. 125 g of the resulting solid product was mixed with 500 ml of methanol. The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added. The mixture was stirred for 1 hour at 0° C., then most of the methanol was evaporated under reduced pressure at room temperature. The mixture was mixed with 500 ml of cold water, made basic by the addition of 50% aqueous sodium hydroxide solution, and extracted with ether. The extract was dried (MgSO4), and the solvent was evaporated to give 7-hydrazino-2,3-dihydro-2-methylbenzofuran (1D), as an amber syrup. The mixture was warmed to 70° C. to cool stand at room temperature for 18 hours was added drop-by-drop (over 20 minutes) The resulting solution was stirred at 5° C. for 1 hour The resulting mixture was stirred at room temperature for 2 hours The mixture was stirred for 2 hours at room temperature at 70° C. for 15 minutes The mixture was stirred at room temperature for 18 hours cooled to 4° C. filtered 125 g of the resulting solid product was mixed with 500 ml of methanol The resulting suspension was stirred at 0° C. while an excess of anhydrous hydrogen chloride was added The mixture was stirred for 1 hour at 0° C. most of the methanol was evaporated under reduced pressure at room temperature The mixture was mixed with 500 ml of cold water made basic by the addition of 50% aqueous sodium hydroxide solution extracted with ether The extract was dried (MgSO4) the solvent was evaporated
Source ID: ord-d5f54da1bcee4a85816d939912ba8988PubChem References
These sources are listed in the compound's public database record.
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