| Identification | More | [Name]
2-Amino-6-methoxybenzothiazole | [CAS]
1747-60-0 | [Synonyms]
2-AMINO-6-METHOXYBENZOTHIAZOLE
2-AMINO-6-METHOXYBENZOTHIOPHENE
2-BENZOTHIAZOLAMINE, 6-METHOXY-
6-METHOXY-1,3-BENZOTHIAZOL-2-AMINE
6-METHOXY-1,3-BENZOTHIAZOL-2-YLAMINE
6-METHOXY-2-AMINO-BENZOTHIAZOLE
6-METHOXY-2-BENZOTHIAZOLAMINE
6-METHOXYBENZO[D]THIAZOL-2-AMINE
6-METHOXY-BENZOTHIAZOL-2-YLAMINE
AKOS AUF2099
AKOS BBS-00005696
ASISCHEM B88987
AURORA KA-685
IFLAB-BB F1386-0390
TIMTEC-BB SBB003746
2-amino-6-methoxy-benzothiazol
6-methoxy-2-benzothiazolamin
2-Amino-6-methoxybenzothizole
2-AMINO-6-METHOXYBENZOTHIAZOLE, TECH.
2-Amino-6-Methoxybenzothiazole98% | [EINECS(EC#)]
217-130-0 | [Molecular Formula]
C8H8N2OS | [MDL Number]
MFCD00005787 | [Molecular Weight]
180.23 | [MOL File]
1747-60-0.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to tan-coloured powder | [Melting point ]
165-167 °C (lit.) | [Boiling point ]
240°C | [density ]
1.2425 (rough estimate) | [refractive index ]
1.5690 (estimate) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
very slightly in Methanol | [form ]
Crystalline Powder | [pka]
pK1: 4.50(+1) (25°C) | [color ]
White to beige | [Stability:]
Stable, but may be light sensitive. Incompatible with strong oxidizing agents. | [Water Solubility ]
<0.1 g/100 mL at 21 ºC | [Detection Methods]
HPLC | [InChI]
InChI=1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)12-8(9)10-6/h2-4H,1H3,(H2,9,10) | [InChIKey]
KZHGPDSVHSDCMX-UHFFFAOYSA-N | [SMILES]
S1C2=CC(OC)=CC=C2N=C1N | [CAS DataBase Reference]
1747-60-0(CAS DataBase Reference) | [EPA Substance Registry System]
1747-60-0(EPA Substance) |
| Questions And Answer | Back Directory | [Uses]
2-Amino-6-methoxybenzothiazole is an intermediate used to prepare novel series of Schiff bases and 4-thiazolidinones. It is also used in the synthesis of 2-cyano-6-methoxybenzothiazole. |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
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 . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
DL2100000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29342000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Toxicity]
mouse,LD50,intravenous,140mg/kg (140mg/kg),Journal of Pharmacology and Experimental Therapeutics. Vol. 105, Pg. 486, 1952. |
| Hazard Information | Back Directory | [General Description]
Fine off-white to light tan powder. | [Reactivity Profile]
2-AMINO-6-METHOXYBENZOTHIAZOLE(1747-60-0) may be sensitive to exposure to light. This chemical is incompatible with strong oxidizers. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, 2-AMINO-6-METHOXYBENZOTHIAZOLE is probably combustible. | [Chemical Properties]
off-white to tan-coloured powder | [Synthesis]
0.1 mole of p-aminoanisole and 0.1 mole of potassium thiocyanate (KCNS) were dissolved in 100 mL of glacial acetic acid (AcOH) and the mixture was cooled and stirred in an ice bath for 10-20 minutes. Subsequently, 0.1 mol of bromine in glacial acetic acid solution was slowly added dropwise, with the rate of dropwise acceleration controlled to maintain the reaction temperature below 10 °C. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 2-4 hours. After completion of the reaction, the resulting hydrobromide (HBr) salt was separated by filtration, washed with glacial acetic acid and dried. The dried salt was dissolved in hot water and alkalized by adjusting the pH to 11.0 with ammonia solution (NH4OH). The precipitate precipitated was filtered, washed with water and dried to give the target product 2-amino-6-methoxybenzothiazole. The reaction process was monitored by thin layer chromatography (TLC) using toluene: acetone (8:2) as unfolding agent. | [References]
[1] Synlett, 2012, vol. 23, # 15, p. 2219 - 2222
[2] Synlett, 2009, # 16, p. 2682 - 2684
[3] Heterocyclic Communications, 2018, vol. 24, # 5, p. 255 - 258
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1124 - 1133
[5] European Journal of Medicinal Chemistry, 2008, vol. 43, # 5, p. 1114 - 1122 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
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| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
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