2-シアノ-6-メトキシベンゾチアゾール
2-シアノ-6-メトキシベンゾチアゾール 物理性質
- 融点 :
- 129-131 °C (lit.)
- 沸点 :
- 334.9±34.0 °C(Predicted)
- 比重(密度) :
- 1.2938 (rough estimate)
- 屈折率 :
- 1.6800 (estimate)
- 貯蔵温度 :
- Sealed in dry,Room Temperature
- 溶解性:
- クロロホルム：5%可溶、透明、無色～微黄色
- 外見 :
- 結晶性粉末
- 酸解離定数(Pka):
- -1.49±0.10(Predicted)
- 色:
- オフホワイトからライトイエロー
- 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 データベース:
- 943-03-3(CAS DataBase Reference)
2-シアノ-6-メトキシベンゾチアゾール 価格
もっと(3)
| メーカー |
製品番号 |
製品説明 |
CAS番号 |
包装 |
価格 |
更新時間 |
購入 |
|
富士フイルム和光純薬株式会社(wako)
|
W01W0103-1289 |
2-シアノ-6-メトキシベンゾチアゾール 97+% (TLC)
2-Cyano-6-methoxybenzothiazole 97+% (TLC) |
943-03-3 |
1g |
￥18700 |
2024-03-01 |
購入 |
|
東京化成工業
|
C1176 |
2-シアノ-6-メトキシベンゾチアゾール >97.0%(GC)
2-Cyano-6-methoxybenzothiazole
>97.0%(GC) |
943-03-3 |
1g |
￥12800 |
2023-06-01 |
購入 |
|
Sigma-Aldrich Japan
|
261858 |
2-シアノ-6-メトキシベンゾチアゾール 99%
2-Cyano-6-methoxybenzothiazole 99% |
943-03-3 |
1g |
￥15100 |
2024-03-01 |
購入 |
2-シアノ-6-メトキシベンゾチアゾール 化学特性,用途語,生産方法
外観
白色～うすい黄色又はうすい褐色、 結晶～結晶性粉末
溶解性
エタノール、アセトン及び酢酸エチルに溶け、水にほとんど溶けない。
用途
有機合成原料。
化学的特性
off-white to light yellow crystalline powder
使用
2-Cyano-6-methoxybenzothiazole has been used in the synthesis of:
- firefly luciferin via condensation with cysteine
- luciferin β-glycosides, substrates for novel ultrasensitive enzyme assays
合成
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].
参考文献
[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-シアノ-6-メトキシベンゾチアゾール 上流と下流の製品情報
原材料
準備製品
2-シアノ-6-メトキシベンゾチアゾール 生産企業
Global( 211)Suppliers
2-シアノ-6-メトキシベンゾチアゾール スペクトルデータ(1HNMR、IR1、IR2、MS、Raman)
943-03-3(2-シアノ-6-メトキシベンゾチアゾール)キーワード:
- 943-03-3
- NSC 377382
- 6-METHOXY-2-BENZOTHIAZOLE-CARBONITRILE
- 6-METHOXY-1,3-BENZOTHIAZOLE-2-CARBONITRILE
- 6-METHOXY-BENZOTHIAZOLE-2-CARBONITRILE
- 6-methoxy-1H-benzo[d]imidazole-2-carbonitrile
- 2-Cyano-6-methaxybenzothiazole
- 2-CYANO-6-METHOXYBENZOTHIAZOLE
- 2-CYANO-6-METHOXYBENZOTIAZOLE
- 2-BENZOTHIAZOLECARBONITRILE, 6-METHOXY-
- 6-Methoxy-2-cyanobenzothiazole
- 2-Benzothiazolecarbonitrile,6-methoxy-(7CI,8CI,9CI)
- 2-cyano-6-methoxy benzothiozale
- 2-CYANO-6-METHOXY BENZOTHIAZOLE 98%
- 2-Cyano-6-Methoxybenzothiazole, 99% 1GR
- 6-Methoxy-benzo[d]thiazole-2-carbonitrile
- 2-Cyano-6-methoxybenzothiazole ,98%
- 2-Cyano-6-methoxybenzothiazole,99%
- 2-Cyano-6-methoxybenzothiazole >
- 6-Methoxybenzodthiazol-2-carbonitrile
- 2-シアノ-6-メトキシベンゾチアゾール
- 6-メトキシ-2-シアノベンゾチアゾール
- 6-メトキシベンゾチアゾール-2-カルボニトリル
- 2シアノ6メトキシベンゾチアゾ-ル
- ２シアノ６メトキシベンゾチアゾル
- 6-メトキシ-2-ベンゾチアゾールカルボニトリル
- 6-メトキシ-1,3-ベンゾチアゾール-2-カルボニトリル