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2-???-6-????????

2-???-6-????????
2-???-6-???????? ??? ???
?? ??:
943-03-3
???:
2-???-6-????????
???(??):
2-???-6-????????
???:
2-Cyano-6-methoxybenzothiazole
???(??):
NSC 377382;2-CYANO-6-METHOXYBENZOTIAZOLE;6-Methoxy-2-cyanobenzothiazole;2-CYANO-6-METHOXYBENZOTHIAZOLE;2-Cyano-6-methaxybenzothiazole;2-cyano-6-methoxy benzothiozale;2-Cyano-6-methoxybenzothiazole,99%;2-Cyano-6-methoxybenzothiazole >2-CYANO-6-METHOXY BENZOTHIAZOLE 98%;2-Cyano-6-methoxybenzothiazole ,98%
CBNumber:
CB8467670
???:
C9H6N2OS
??? ??:
190.22
MOL ??:
943-03-3.mol
MSDS ??:
SDS

2-???-6-???????? ??

???
129-131 °C (lit.)
?? ?
334.9±34.0 °C(Predicted)
??
1.2938 (rough estimate)
???
1.6800 (estimate)
?? ??
Sealed in dry,Room Temperature
???
?????: ??? 5%, ??, ???? ??? ???
??? ??
??? ??
?? ?? (pKa)
-1.49±0.10(Predicted)
??
????? ?? ?????
InChI
InChI=1S/C9H6N2OS/c1-12-6-2-3-7-8(4-6)13-9(5-10)11-7/h2-4H,1H3
InChIKey
DEWDWBYQOFXKIH-UHFFFAOYSA-N
SMILES
S1C2=CC(OC)=CC=C2N=C1C#N
CAS ??????
943-03-3(CAS DataBase Reference)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn,Xi
?? ???? ?? 20/21/22-36/37/38
????? 26-36-36/37
????(UN No.) 3439
WGK ?? 3
HS ?? 29341000
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ?? GHS hazard pictograms
??????:
P261 ??·?·??·???·??·...·????? ??? ????.
P280 ????/???/???/?????? ?????.
P301+P312 ??? ???? ??? ????(??)? ??? ????.
P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.
NFPA 704
0
2 0

2-???-6-???????? MSDS


2-Cyano-6-methoxybenzothiazole

2-???-6-???????? C??? ??, ??, ??

??? ??

off-white to light yellow crystalline powder

??

2-Cyano-6-methoxybenzothiazole has been used in the synthesis of:

Synthesis

Typical routes to 2-cyano-6-methoxybenzothiazole include the classical Rosenmund-von Braun and Sandmeyer reactions. These methods proceed with low atom economy and require toxic reagents such as KCN, NaCN, Zn(CN)2, or TMSCN, which are also challenging to handle in a large-scale synthesis. Shahmoradi et al. introduced a Cu-catalyzed cyanation of 2-iodo-6-methoxybenzothiazole to synthesize 2-cyano-6-methoxybenzothiazole. K4[Fe(CN)6] was applied as a source of cyanide, and CuI in the presence of N, N N′, N′-tetramethylethylenediamine (TMEDA) was used as part of the catalyst system. 2-Amino-6-methoxybenzothiazole as a starting material was synthesized from p-anisidine as shown below and subsequently converted into 2-iodo-6-methoxybenzothiazole using a simple and efficient one-pot sequential diazotization-iodination method. The one-pot cyanation of 2-iodo-6-methoxybenzothiazole to 2-cyano-6-methoxybenzothiazole was achieved using 0.25 mmol of K4[Fe(CN)6], 0.25 mmol of CuI and 3 mmol of TMEDA in acetonitrile at 160°C. In addition, 1 mmol of mystril trimethyl bromide (MTMAB) was used as a phase transfer agent. The presence of a phase-transfer catalyst is essential for a successful cyanation reaction. Under these conditions, 2-cyano-6-methoxybenzothiazole was produced in a 90% yield[1].

?? ??

[1] Ghasem Shahmoradi, S. Amani. “Synthesis, characterization and computational studies of 2-cyano-6-methoxybenzothiazole as a firefly-luciferin precursor.” Heterocyclic Communications 24 1 (2018): 255–258.

2-???-6-???????? ?? ?? ? ???

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??? ?I?? ??????? ??? ????? ??? ??? P-???? ?????? ?? ??????(??) ?? ?????? ????(???) ???? ????? ?????? ?????? ?? ??? ???? ?? Carbonocyanidothioicamide, N-(4-methoxyphenyl)- 2-Benzothiazolecarboxylicacid,6-methoxy-,methylester(7CI,8CI,9CI)

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2-???-6-???????? ?? ??

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