| Identification | More | [Name]
6-Aminobenzothiazole | [CAS]
533-30-2 | [Synonyms]
1,3-BENZOTHIAZOL-6-AMINE
1,3-BENZOTHIAZOL-6-YLAMINE
6-AMINOBENZOTHIAZOLE
6-BENZOTHIAZOLAMINE
BENZOTHIAZOL-6-YLAMINE
BUTTPARK 98\57-13
6-amino-benzothiazol
benzothiazol-6-amine
6-Benzothiazolamine (9CI)
6-Aminobenzothiazole,98+%
6-Aminobenzothiazole Hydrochloride
Benzothiazole-6-amine | [EINECS(EC#)]
208-559-4 | [Molecular Formula]
C7H6N2S | [MDL Number]
MFCD00015461 | [Molecular Weight]
150.2 | [MOL File]
533-30-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
87-91 °C (lit.) | [Boiling point ]
323.1±15.0 °C(Predicted) | [density ]
1.2162 (rough estimate) | [refractive index ]
1.5500 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Chloroform, Methanol (Slightly) | [form ]
Solid | [pka]
2.74±0.10(Predicted) | [color ]
Yellow to Beige | [Water Solubility ]
Slightly soluble in water. | [Merck ]
14,425 | [BRN ]
116381 | [InChIKey]
FAYAYUOZWYJNBD-UHFFFAOYSA-N | [CAS DataBase Reference]
533-30-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
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 .
S22:Do not breathe dust . | [WGK Germany ]
3
| [RTECS ]
DL1050200
| [Hazard Note ]
Irritant | [HS Code ]
29342000 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow solid | [Uses]
6-Aminobenzothiazole is used as pharmaceutical intermediate. | [General Description]
6-Aminobenzothiazole can be prepared from 6-nitrobenzothiazole via sonochemical reduction method. | [Synthesis]
General procedure for the synthesis of 6-aminobenzothiazole from 6-nitrobenzothiazole: 6-nitrobenzothiazole (6.13 mmol) was dissolved in ethanol (30 mL), and 10% Pd/C catalyst was added (20% of the mass of 6-nitrobenzothiazole was used as catalyst). The mixture was placed in a Parr hydrogenation unit and reacted overnight at 50 psi hydrogen pressure. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under vacuum to remove the solvent. Finally, purification by fast chromatography using a 30%-40% ethyl acetate/hexane gradient elution gave pure 6-aminobenzothiazole. | [Purification Methods]
It crystallises from aqueous EtOH, pet ether or *C6H6/pet ether. The hydrochloride has m 305o(dec) from dilute HCl, and the picrate has m 185o(dec ) from Me2CO. [Boggust & Cocker J Chem Soc 360 1949, Beilstein 27 III/IV 4884.] | [References]
[1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 11-12, p. 1834 - 1840
[2] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 19, p. 7002 - 7007
[3] Synthesis, 2005, # 4, p. 600 - 604
[4] Journal of Organic Chemistry, 2011, vol. 76, # 21, p. 8726 - 8736
[5] Molecules, 2014, vol. 19, # 1, p. 925 - 939 |
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