No renderable structure data available
N([H])([H])C1C(C#N)=C([H])C([H])=C([H])C=1C([H])([H])[H]Chemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-AMINO-3-CYANOTOLUENE |
|---|---|
| IUPAC Name | — |
| CAS Number | 69797-49-5 |
| Database ID | 10855494 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-AMINO-3-CYANOTOLUENE (CAS 69797-49-5) 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 10855494
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-ecf64257ae874466b5cce78b339cfe76Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-067a21b813fe4818ac97fd320521ba63Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-ecf64257ae874466b5cce78b339cfe76Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-bromo-6-methylaniline (126 μL, 1 mmol) in dry NMP (3 mL) was added CuCN (197 mg, 2.2 mmol). The mixture was irradiated in a microwave at 220° C. for 40 minutes, cooled to room temperature and poured into a mixture of ammonia (50% w/v, 10 mL) and ice. The mixture was stirred for 30 min and the product was extracted with dichloromethane (3×20 mL). The organic layers were combined, washed with water and brine, dried over MgSO4 and concentrated. The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized on standing (128 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ 2.08 (s, 3H), 5.68 (bs, 2H), 6.51-6.55 (t, 1H), 7.17-7.19 (d, 1H), 7.22-7.24 (dd, 1H). MS 133 (MH+). The mixture was irradiated in a microwave at 220° C. for 40 minutes the product was extracted with dichloromethane (3×20 mL) washed with water and brine dried over MgSO4 concentrated The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized
Source ID: ord-0870a63ae64a4768af555896cbedd315Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared as in Example 1a from 2-amino-3-methylbenzonitrile (Example 15b) and benzoyl isocyanate as a white powder (186 mg, 67%). MS 280 (MH+).
Source ID: ord-35702cbb5b81409fa8f1e1be373e7959Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared as in Example 1a from 2-amino-3-methylbenzonitrile (Example 15b) and benzoyl isocyanate as a white powder (186 mg, 67%). MS 280 (MH+).
Source ID: ord-35702cbb5b81409fa8f1e1be373e7959Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-bromo-6-methylaniline (126 μL, 1 mmol) in dry NMP (3 mL) was added CuCN (197 mg, 2.2 mmol). The mixture was irradiated in a microwave at 220° C. for 40 minutes, cooled to room temperature and poured into a mixture of ammonia (50% w/v, 10 mL) and ice. The mixture was stirred for 30 min and the product was extracted with dichloromethane (3×20 mL). The organic layers were combined, washed with water and brine, dried over MgSO4 and concentrated. The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized on standing (128 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ 2.08 (s, 3H), 5.68 (bs, 2H), 6.51-6.55 (t, 1H), 7.17-7.19 (d, 1H), 7.22-7.24 (dd, 1H). MS 133 (MH+). The mixture was irradiated in a microwave at 220° C. for 40 minutes the product was extracted with dichloromethane (3×20 mL) washed with water and brine dried over MgSO4 concentrated The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized
Source ID: ord-e5cf2984963a416caf83fc56675bd486Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared as in Example 1a from 2-amino-3-methylbenzonitrile (Example 15b) and benzoyl isocyanate as a white powder (186 mg, 67%). MS 280 (MH+).
Source ID: ord-a795ed2b72464d24bacea3dd1152a856Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared as in Example 1a from 2-amino-3-methylbenzonitrile (Example 15b) and benzoyl isocyanate as a white powder (186 mg, 67%). MS 280 (MH+).
Source ID: ord-a795ed2b72464d24bacea3dd1152a856Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-bromo-6-methylaniline (126 μL, 1 mmol) in dry NMP (3 mL) was added CuCN (197 mg, 2.2 mmol). The mixture was irradiated in a microwave at 220° C. for 40 minutes, cooled to room temperature and poured into a mixture of ammonia (50% w/v, 10 mL) and ice. The mixture was stirred for 30 min and the product was extracted with dichloromethane (3×20 mL). The organic layers were combined, washed with water and brine, dried over MgSO4 and concentrated. The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized on standing (128 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ2.08 (s, 3H), 5.68 (bs, 2H), 6.51-6.55 (t, 1H), 7.17-7.19 (d, 1H), 7.22-7.24 (dd, 1H). MS 133 (MH+). The mixture was irradiated in a microwave at 220° C. for 40 minutes the product was extracted with dichloromethane (3×20 mL) washed with water and brine dried over MgSO4 concentrated The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized
Source ID: ord-3251c8f4428449ff9aed65e0d8c97f0eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Prepared as in Example 1a from 2-amino-3-methylbenzonitrile (Example 15b) and benzoyl isocyanate as a white powder (186 mg, 67%). MS 280 (MH+).
Source ID: ord-24756ad5133c46598737c8a0970479d8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: To a solution of 2-bromo-6-methylaniline (126 μL, 1 mmol) in dry NMP (3 mL) was added CuCN (197 mg, 2.2 mmol). The mixture was irradiated in a microwave at 220° C. for 40 minutes, cooled to room temperature and poured into a mixture of ammonia (50% w/v, 10 mL) and ice. The mixture was stirred for 30 min and the product was extracted with dichloromethane (3×20 mL). The organic layers were combined, washed with water and brine, dried over MgSO4 and concentrated. The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized on standing (128 mg, 96%). 1H NMR (400 MHz, DMSO-d6) δ2.08 (s, 3H), 5.68 (bs, 2H), 6.51-6.55 (t, 1H), 7.17-7.19 (d, 1H), 7.22-7.24 (dd, 1H). MS 133 (MH+). The mixture was irradiated in a microwave at 220° C. for 40 minutes the product was extracted with dichloromethane (3×20 mL) washed with water and brine dried over MgSO4 concentrated The crude material was purified on silica gel (50% EtOAc/hexanes) to yield a brown oil that crystallized
Source ID: ord-3251c8f4428449ff9aed65e0d8c97f0ePubChem References
These sources are listed in the compound's public database record.
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