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92-99-9

Basic Information
CAS No.: 92-99-9
Name: N,N,2-trimethylquinolin-6-amine
Article Data: 20
Molecular Structure:
Molecular Structure of 92-99-9 (N,N,2-trimethylquinolin-6-amine)
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
Synthetic route
99-98-9

4-amino-N,N-dimethylaniline

109-92-2

ethyl vinyl ether

92-99-9

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

Conditions
ConditionsYield
With iodine In benzene at 80℃; for 2h; Green chemistry;83%
123-73-9

trans-Crotonaldehyde

99-98-9

4-amino-N,N-dimethylaniline

92-99-9

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

Conditions
ConditionsYield
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℃;
99-98-9

4-amino-N,N-dimethylaniline

123-73-9

crotonaldehyde

92-99-9

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

Conditions
ConditionsYield
With hydrogenchloride In water70%
With hydrogenchloride In water; toluene at 20℃;70%
With hydrogenchloride In toluene Reflux;65%
598-32-3

2-hydroxy-3-butene

99-98-9

4-amino-N,N-dimethylaniline

92-99-9

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

Conditions
ConditionsYield
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%
65079-19-8

2-methylquinolin-6-amine

74-88-4

methyl iodide

92-99-9

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

Conditions
ConditionsYield
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%
78827-70-0

C15H19N3O2

A

92-99-9

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

B

78827-75-5

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

Conditions
ConditionsYield
In benzene Irradiation;A 32%
B 26%
99-98-9

4-amino-N,N-dimethylaniline

123-63-7

paracetaldehyde

92-99-9

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

Conditions
ConditionsYield
With hydrogenchloride
84689-24-7

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

92-99-9

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 20 percent / potassium carbonate / ethanol / 8 h / Ambient temperature
2: 32 percent / benzene / Irradiation
View Scheme
100-23-2

N,N-Dimethyl-4-nitroaniline

92-99-9

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

Conditions
ConditionsYield
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
92-99-9

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

74-88-4

methyl iodide

6-(dimethylamino)-1,2-dimethylquinolin-1-ium iodide

Conditions
ConditionsYield
Sealed tube;100%
In ethanol at 79℃; for 12h; Sealed tube;25.06%
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