Reaction #4150933
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2927b706d4764730aeb03acdeeeb3be8No renderable structure data available
C1CCC(CC1)NC2=CC=CC=C2NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-N-cyclohexylbenzene-1,2-diamine |
|---|---|
| IUPAC Name | — |
| CAS Number | 74628-31-2 |
| Database ID | 1517328 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-N-cyclohexylbenzene-1,2-diamine (CAS 74628-31-2) 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 1517328
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
8 reactions · 8 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2927b706d4764730aeb03acdeeeb3be8Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-2927b706d4764730aeb03acdeeeb3be8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Potassium carbonate (2.45 g, 17.7 mmol) and iodomethane (0.81 ml, 13.0 mmol) were added to a solution of N-cyclohexyl-benzene-1,2-diamine from Example E26.2 (2.25 g, 11.8 mmol) in DMF (10 ml). The mixture was stirred for 6 h at room temperature then poured into water and extracted with EtOAc. The organic layer was washed with water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane) to yield the title compound (950 mg, 39%). extracted with EtOAc The organic layer was washed with water brine, dried concentrated in vacuo The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane)
Source ID: ord-c29c950c60ad4e6287372633c148642eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Cyclohexyl-(2-nitro-phenyl)-amine from Example E26.1 (3.0 g, 13.6 mmol) was dissolved in methanol (100 ml) and tin (II) chloride (12.9 g, 68.1 mmol) was added. The mixture was stirred for 20 h at room temperature then heated at reflux for 18 h and concentrated in vacuo. The residue was placed in EtOAC (100 ml), cooled down to 0° C. and pH was adjusted to 14 with conc. NH3. The precipitate was filtered off and washed with EtOAc. The filtrate was washed with 2M NH3, water then brine, dried and concentrated in vacuo to yield the title compound (2.25 g, 86%). then heated at reflux for 18 h concentrated in vacuo cooled down to 0° C. The precipitate was filtered off washed with EtOAc The filtrate was washed with 2M NH3, water brine, dried concentrated in vacuo
Source ID: ord-1f7589b840c24eaab392de25166d05a7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Potassium carbonate (2.45 g, 17.7 mmol) and iodomethane (0.81 ml, 13.0 mmol) were added to a solution of N-cyclohexyl-benzene-1,2-diamine from Example E26.2 (2.25 g, 11.8 mmol) in DMF (10 ml). The mixture was stirred for 6 h at room temperature then poured into water and extracted with EtOAc. The organic layer was washed with water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane) to yield the title compound (950 mg, 39%). extracted with EtOAc The organic layer was washed with water brine, dried concentrated in vacuo The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane)
Source ID: ord-c29c950c60ad4e6287372633c148642eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Cyclohexyl-(2-nitro-phenyl)-amine from Example E26.1 (3.0 g, 13.6 mmol) was dissolved in methanol (100 ml) and tin (II) chloride (12.9 g, 68.1 mmol) was added. The mixture was stirred for 20 h at room temperature then heated at reflux for 18 h and concentrated in vacuo. The residue was placed in EtOAC (100 ml), cooled down to 0° C. and pH was adjusted to 14 with conc. NH3. The precipitate was filtered off and washed with EtOAc. The filtrate was washed with 2M NH3, water then brine, dried and concentrated in vacuo to yield the title compound (2.25 g, 86%). then heated at reflux for 18 h concentrated in vacuo cooled down to 0° C. The precipitate was filtered off washed with EtOAc The filtrate was washed with 2M NH3, water brine, dried concentrated in vacuo
Source ID: ord-1f7589b840c24eaab392de25166d05a7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Potassium carbonate (2.45 g, 17.7 mmol) and iodomethane (0.81 ml, 13.0 mmol) were added to a solution of N-cyclohexyl-benzene-1,2-diamine from Example E26.2 (2.25 g, 11.8 mmol) in DMF (10 ml). The mixture was stirred for 6 h at room temperature then poured into water and extracted with EtOAc. The organic layer was washed with water then brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane) to yield the title compound (950 mg, 39%). extracted with EtOAc The organic layer was washed with water brine, dried concentrated in vacuo The residue was purified by flash chromatography on silica gel (eluant; 5% EtOAc:95% hexane)
Source ID: ord-c29c950c60ad4e6287372633c148642eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Cyclohexyl-(2-nitro-phenyl)-amine from Example E26.1 (3.0 g, 13.6 mmol) was dissolved in methanol (100 ml) and tin (II) chloride (12.9 g, 68.1 mmol) was added. The mixture was stirred for 20 h at room temperature then heated at reflux for 18 h and concentrated in vacuo. The residue was placed in EtOAC (100 ml), cooled down to 0° C. and pH was adjusted to 14 with conc. NH3. The precipitate was filtered off and washed with EtOAc. The filtrate was washed with 2M NH3, water then brine, dried and concentrated in vacuo to yield the title compound (2.25 g, 86%). then heated at reflux for 18 h concentrated in vacuo cooled down to 0° C. The precipitate was filtered off washed with EtOAc The filtrate was washed with 2M NH3, water brine, dried concentrated in vacuo
Source ID: ord-1f7589b840c24eaab392de25166d05a7PubChem References
These sources are listed in the compound's public database record.
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