59587-30-3

Basic information

• Product Name: 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI)
• Synonyms: 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI);ethyl 6-hydroxybenzo[d]thiazole-2-carboxylate
• CAS NO: 59587-30-3
• Molecular Formula: C₁₀H₉NO₃S
• Molecular Weight: 223.25
• Product Categories: BENZOTHIAZOLE
• Mol File: 59587-30-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 178-180 °C
• Boiling Point: 377.9±34.0 °C(Predicted)
• Appearance: /
• Density: 1.403±0.06 g/cm3(Predicted)
• PKA: 7.78±0.40(Predicted)
• CAS DataBase Reference: 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI)(59587-30-3)
• EPA Substance Registry System: 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI)(59587-30-3)

Safety Data

• Hazardous Substances Data: 59587-30-3(Hazardous Substances Data)

Usage

General Description

2-Benzothiazolecarboxylic acid, 6-hydroxy-, ethyl ester (9CI) is a chemical compound that belongs to the benzothiazole family. It is also known as Ethyl 6-hydroxy-2-benzothiazolecarboxylate. It is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. 2-Benzothiazolecarboxylicacid,6-hydroxy-,ethylester(9CI) has potential biological activities and is being studied for its antifungal and antitumor properties. Additionally, it is used as a building block in chemical synthesis and can be employed in various chemical reactions to form new compounds. Its precise uses and applications depend on the specific research or production processes in which it is being utilized.

Upstream product

• 59587-31-4 S-(2,5-dihydroxy-phenyl)-cysteine ethyl ester 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 389135-55-1 Ethyl 2-ethoxy-7-hydroxy-2H-benzo[1,4]thiazine-3-carboxylate 
• 389135-53-9 ethyl (R)-2-amino-3-(2,5-dihydroxyphenylsulfanyl)propanoate hydrochloride 
• 106-51-4 p-benzoquinone 
• 868-59-7 L-cysteine ethyl ester hydrochloride 
• 129340-65-4 ethyl S-(2,5-dihydroxyphenyl)cysteinate 

Downstream Products

• 129058-50-0 6-hydroxybenzo[d]thiazole-2-carboxylic acid 
• 13599-84-3 6-hydroxybenzothiazole 
• 55318-95-1 2-Carbamoyl-6-hydroxybenzothiazin 
• 313371-32-3 ethyl 6-methoxybenzothiazole-2-carboxylate 

Relevant articles and documents

Benzo thiazole carboxamides and application thereof

The invention belongs to the technical field of medicines and relates to a benzothiazole formamide compound and application thereof. The benzothiazole formamide compound comprises a derivative of the benzothiazole formamide compound and pharmaceutically applicable salt; a general molecular formula is shown in the description, wherein R1, R2 and Ar are described as claims and the description. The benzothiazole formamide compound and addition salt of the pharmaceutically applicable acid of the compound can be combined with an existing medicine or can be independently utilized as an epidermal growth factor tyrosine kinase inhibitor for treating related diseases of epidermal growth factor acceptor signal transduction disorder, such as small cell lung cancer, squamous cancer, glandular cancer, large cell lung cancer, colorectal cancer, breast cancer, ovarian cancer and renal cell carcinoma. A formula is shown in the description.

A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid] from 1,4-benzoquinone

A new synthesis of dehydroluciferin [2-(6′-hydroxy-2′- benzothiazolyl)-thiazole-4-carboxylic acid], the oxidative product of luciferin, has been realized starting from 1,4-benzoquinone. Reaction of this compound with l-cysteine ethyl ester, followed by an oxidation-cyclization step afforded 2-carbethoxy-6-hydroxybenzothiazole that was in situ hydrolyzed and decarboxylated to 6-hydroxybenzothiazole. The tert-butyl(dimethyl)silyl ether of this key intermediate was subjected to α-lithiation followed by formylation with DMF, and the resulting aldehyde condensed with l-cysteine ethyl ester. Dehydrogenation of the intermediate thiazolidine followed by deprotection afforded dehydroluciferin in 35% overall yield from 1,4-benzoquinone (69% from 6-hydroxybenzothiazole).

Synthesis of 2-substituted-6-hydroxy and 6-methoxy benzothiazoles from 1,4-benzoquinone

A few 2-substituted-6-hydroxy and 6-methoxybenzothiazoles have been prepared from ethyl 6-hydroxybenzothiazole-2-carboxylate, obtained by oxidation of ethyl (R)-2-amino-3-(2,5-dihydroxyphenylsulfanyl)propanoate hydrochloride, in turn prepared from 1,4-benzoquinone.