7267-38-1

Basic information

• Product Name: 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)
• Synonyms: 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI);5-hydroxy-2-Benzothiazolecarbonitrile;5-Hydroxybenzo[d]thiazole-2-carbonitrile;2-Benzothiazolecarbonitrile,5-hydroxy-;2-Cyano-5-hydroxybenzothiazole
• CAS NO: 7267-38-1
• Molecular Formula: C8H4N2OS
• Molecular Weight: 176.2
• Product Categories: BENZOTHIAZOLE
• Mol File: 7267-38-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)(7267-38-1)
• EPA Substance Registry System: 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI)(7267-38-1)

Safety Data

• Hazardous Substances Data: 7267-38-1(Hazardous Substances Data)

Usage

General Description

2-Benzothiazolecarbonitrile, 5-hydroxy- is a chemical compound with the molecular formula C9H6N2OS. It is a derivative of benzothiazole and contains a hydroxy group attached to the fifth position of the benzothiazole ring. 2-Benzothiazolecarbonitrile,5-hydroxy-(7CI,8CI,9CI) is of interest due to its potential use in the synthesis of pharmaceuticals and agrochemicals. It may also have biological activity and is being investigated for various pharmacological and industrial applications. The specific properties and potential uses of 2-Benzothiazolecarbonitrile, 5-hydroxy- are still the subject of ongoing research and development.

Upstream product

• 7267-35-8 5-methoxybenzo[d]thiazole-2-carbonitrile 
• 591-27-5 m-Hydroxyaniline 
• 7267-33-6 5-methoxy-benzothiazole-2-carboxylic acid amide 

Relevant articles and documents

Synthesis of fused 1,2,4-dithiazines and 1,2,3,5-trithiazepines

Reacting ( Z)-N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-1H-pyrazol-5-amines 5 with Et2NH and then with concd H2SO4 gives 5H-pyrazolo[3,4-e ][1,2,4]dithiazine-3-carbonitriles 7 in good yields (74-85%) and 6H-pyrazolo-[3,4-f][1,2,3,5]trithiazepine-4-carbonitriles 9 as minor products (0-6%). Furthermore, the 1,3-dimethylpyrazole analogue 5a was transformed into the dithiazine 7a in two discrete steps, allowing the isolation of a disulfide intermediate (Z)-2-[(diethylamino)disulfan-yl]-2-[(1H-pyrazol-5-yl)imino]-acetonitrile (8a). The one-pot, two-step reaction also worked with electron-rich hydroxy- and methoxy-substituted anilines. Thermolysis of the pyrazolo[3,4-e][1,2,4]dithiazines 7 gave the ring-contracted 1H-pyrazolo[3,4-d]thiazole-5-carbonitriles 6 (94-100%). With active sulfur, 1,3-dimethyl-5H-pyrazolo[3,4-e ][1,2,4]dithiazine-3-carbonitrile (7a) gave 1,3-dimethyl-6Hpyrazolo[3,4-f][1,2,3,5]trithiazepine-4-carbonitrile (9a), but on prolonged reaction times, it gave 5,7-dimethyl-5H-[1,2,3]-dithiazolo[4,5-b]pyrazolo[3,4-e][1,4]thiazine (13). Finally, in the absence of acid, heating a solution of (Z)-2-[(diethylamino)-disulfanyl]-2-[(1,3-dimethyl-1H-pyrazol-5-yl)imino]acetonitrile (8a) gave 4,6,10,12-tetramethyl-6H-pyrazolo[3,4-f]pyrazolo-[3′,4′:4,5]pyrimido[6,1-d][1,2,3,5]trithiazepine-8,12 b(10H)-dicarbonitrile (19) (67%). (Chemical Equation Presented).