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About This Item
Empirical Formula (Hill Notation):
C8H8N2OS
CAS Number:
Molecular Weight:
180.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
form
solid
mp
165-167 °C (lit.)
SMILES string
COc1ccc2nc(N)sc2c1
InChI
1S/C8H8N2OS/c1-11-5-2-3-6-7(4-5)12-8(9)10-6/h2-4H,1H3,(H2,9,10)
InChI key
KZHGPDSVHSDCMX-UHFFFAOYSA-N
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General description
2-Amino-6-methoxybenzothiazole undergoes Sandmeyer reaction on heating with isoamyl nitrite and CuBr2 to yield 2-bromo-6-methoxybenzothiazole.
Application
2-Amino-6-methoxybenzothiazole was used as building block in the syntheses of novel series of Schiff bases and 4-thiazolidinones. It was used in the synthesis of 2-cyano-6-methoxybenzothiazole, key intermediate for the synthesis of firefly luciferin.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Navin B Patel et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 18(3), 129-136 (2010-07-01)
A novel series of Schiff bases 5a-j and 4-thiazolidinones 6a-j have been prepared from the building blocks 2-chloro pyridine-3-carboxylic acid [1] and 2-amino-6-methoxy-benzothiazole [2]. All of the synthesized compounds have been confirmed by elemental analyses, IR, (1)H NMR and (13)C
An efficient palladium catalyzed synthesis of 2-arylbenzothiazoles.
Majo VJ, et al.
Tetrahedron Letters, 44(47), 8535-8537 (2003)
A Convenient Synthetic Method of 2-Cyano-6-methoxybenzothiazole,-A Key Intermediate for the Synthesis of Firefly Luciferin.
Toya Y, et al.
Bulletin of the Chemical Society of Japan, 65(2), 392-395 (1992)
Effect of Aroclor 1254 dose upon S9 activation of aromatic amine bacterial mutagens.
C Z Thompson et al.
Mutation research, 77(4), 361-366 (1980-04-01)
V Arjunan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 102, 327-340 (2012-12-12)
Extensive vibrational investigations of 2-amino-4-methoxybenzothiazole have been carried out with FTIR and FT-Raman spectral techniques. The electronic structure of the molecule has been analysed by UV-Visible and NMR spectroscopies. The DFT studies were carried out with B3LYP and HF methods
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