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| CAS No.: | 92-99-9 |
|---|---|
| Name: | N,N,2-trimethylquinolin-6-amine |
| Molecular Structure: | |
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|
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| Formula: | C12H14 N2 |
| Molecular Weight: | 186.257 |
| Synonyms: | Quinaldine,6-(dimethylamino)- (8CI); 6-(Dimethylamino)quinaldine;6-Dimethylamino-2-methylquinoline; NSC 9357 |
| Density: | 1.47g/cm3 |
| Melting Point: | 101°C |
| Boiling Point: | 793.2°C at 760 mmHg |
| Flash Point: | 433.5°C |
| PSA: | 16.13000 |
| LogP: | 2.60920 |

4-amino-N,N-dimethylaniline


ethyl vinyl ether


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| With iodine In benzene at 80℃; for 2h; Green chemistry; | 83% |

trans-Crotonaldehyde


4-amino-N,N-dimethylaniline


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| With hydrogenchloride In water at 20℃; for 1h; | 70% |
| With hydrogenchloride In water; toluene Inert atmosphere; Reflux; | 62% |
| In toluene at 20℃; | |
| In toluene at 20℃; |

4-amino-N,N-dimethylaniline


crotonaldehyde


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| With hydrogenchloride In water | 70% |
| With hydrogenchloride In water; toluene at 20℃; | 70% |
| With hydrogenchloride In toluene Reflux; | 65% |

2-hydroxy-3-butene


4-amino-N,N-dimethylaniline


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| Stage #1: 4-amino-N,N-dimethylaniline With acetic anhydride In tetrahydrofuran Inert atmosphere; Stage #2: 2-hydroxy-3-butene With silver hexafluoroantimonate; [RhCl2(p-cymene)]2; copper(II) acetate monohydrate In tetrahydrofuran at 120℃; Inert atmosphere; Sealed tube; | 65% |

2-methylquinolin-6-amine


methyl iodide


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| Stage #1: 2-methylquinolin-6-amine With sodium hydride In N,N-dimethyl-formamide at 40℃; for 3h; Stage #2: methyl iodide In N,N-dimethyl-formamide at 40℃; | 39% |

C15H19N3O2

A

6-(N,N-dimethylamino)-2-methylquinoline

B

7-Dimethylamino-2-methyl-benzo[d][1,3]diazepine-3-carboxylic acid ethyl ester

| Conditions | Yield |
|---|---|
| In benzene Irradiation; | A 32% B 26% |

4-amino-N,N-dimethylaniline


paracetaldehyde


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| With hydrogenchloride |

2,4,6-Trimethyl-benzenesulfonate1-amino-6-dimethylamino-2-methyl-quinolinium;


6-(N,N-dimethylamino)-2-methylquinoline

| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 20 percent / potassium carbonate / ethanol / 8 h / Ambient temperature 2: 32 percent / benzene / Irradiation View Scheme |

| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: palladium 10% on activated carbon; hydrogen / methanol / 0.33 h / 25 °C / 750.08 - 2250.23 Torr / Inert atmosphere 2.1: acetic anhydride / tetrahydrofuran / Inert atmosphere 2.2: 120 °C / Inert atmosphere; Sealed tube View Scheme |

| Conditions | Yield |
|---|---|
| Sealed tube; | 100% |
| In ethanol at 79℃; for 12h; Sealed tube; | 25.06% |