Name | 6-Aminoquinoline |
Synonyms | 6-AQ 6-QUINOLINAMINE QUINOLIN-6-AMINE 6-Aminoquinoline Quinolin-6-amine 6-Amine-quinoline QUINOLIN-6-YLAMINE TIMTEC-BB SBB004130 QUINOLINE, 6-AMINO- Quinoline, 6-amino- (8CI) quinolin-6-amine dihydrochloride 6-Aminoquinoline,(6-Quinolinamine) Quinolin-6-amine, 6-Amino-1-azanaphthalene |
CAS | 580-15-4 |
EINECS | 209-453-0 |
InChI | InChI=1/C9H8N2.2ClH/c10-8-3-4-9-7(6-8)2-1-5-11-9;;/h1-6H,10H2;2*1H |
Molecular Formula | C9H8N2 |
Molar Mass | 144.17 |
Density | 1.1148 (estimate) |
Melting Point | 115-119 °C (lit.) |
Boling Point | 146 °C/0.3 mmHg (lit.) |
Flash Point | 146°C/0.3mm |
Water Solubility | Soluble in methanol, chloroform, ethanol, and benzene. Insoluble in water. |
Solubility | Soluble in ethanol. |
Vapor Presure | 4.66E-06mmHg at 25°C |
Appearance | Dark yellow to brown crystalline powder |
Color | Pale Brown to Brown |
BRN | 113320 |
pKa | pK1: 5.63(+1) (20°C,μ=0.01) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Sensitive | Air Sensitive |
Refractive Index | 1.7080 (estimate) |
MDL | MFCD00006803 |
Physical and Chemical Properties | Melting Point: 115 - 119 |
Use | Used as a pharmaceutical intermediate. |
Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
UN IDs | 2811 |
WGK Germany | 3 |
FLUKA BRAND F CODES | 2-10 |
HS Code | 29334900 |
Hazard Class | IRRITANT, AIR SENSIT |
Packing Group | III |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
Use | is useful as a pharmaceutical intermediate. |
production method | is obtained by reduction of 6-nitroquinoline. The 6-nitroquinoline was finely triturated, put into a reduction pot, and ammonium sulfide was gradually added thereto. At the same time, the mixture was stirred, heated to 90 ° C., and refluxed for 1.5 hours. It is cooled to 80 ° C. For Ammonia excretion to prevent flushing and Ammonia excretion for 1H. Add 30% hydrochloric acid Dropwise to acidify the pH to be below 3, and let stand for 1H. After sulfur is completely precipitated, pour out the clear liquid, let stand, wash the precipitate with appropriate amount of water, filter, and incorporate the filter cake into the clear liquid, the pH was adjusted to 13-14 by adding 30% sodium hydroxide and allowed to stand for 2H. It was filtered and washed with water at 10 °c to pH = 8-9. The filter cake was dissolved in 50% ethanol by heating, decolorized with activated carbon, and filtered. The filtrate was poured into water, cooled to crystallize, filtered, and dried under vacuum at 60 ° C. To give 6-aminoquinoline. |