154934-13-1

Basic information

• Product Name: Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester
• Synonyms: Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester
• CAS NO: 154934-13-1
• Molecular Formula: C₁₂H₁₄O₆S
• Molecular Weight: 286.3
• Product Categories: API intermediates
• Mol File: 154934-13-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 145-146 °C
• Boiling Point: 429.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.321±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester(154934-13-1)
• EPA Substance Registry System: Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester(154934-13-1)

Safety Data

• Hazardous Substances Data: 154934-13-1(Hazardous Substances Data)

Usage

General Description

Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, 2,3-dihydro-, diethyl ester is a chemical compound with the molecular formula C14H16O6. It is a diethyl ester of thieno[3,4-b]-1,4-dioxin-5,7-dicarboxylic acid, which is a heterocyclic compound containing a thieno ring and two carboxylic acid groups. This chemical is often used in organic synthesis and pharmaceutical research due to its potential biological activities. It is important to handle this compound with caution as it may have hazardous effects on health and the environment.

Upstream product

• 1822-66-8 3,4-dihydroxythiophene-2,5-dicarboxylic acid diethyl ester 
• 107-21-1 ethylene glycol 
• 106-93-4 ethylene dibromide 

Downstream Products

• 126213-50-1 3,4-(ethylenedioxy)thiophene 
• 174508-31-7 5,7-dibromo-2,3-dihydrothieno[3,4-b][1,4]dioxine 
• 1263307-18-1 C₂₅H₂₁N₃O₅S 
• 1263307-17-0 C₂₁H₁₄N₂O₄S₂ 
• 1263307-16-9 C₂₁H₁₇NO₄S 
• 1263307-15-8 N-(2,6-dimethylphenyl)-7-(phenylcarbonyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxamide 
• 1263307-14-7 C₂₀H₁₅NO₄S 
• 1263307-20-5 7-(phenylcarbonyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carbonyl chloride 
• 1263307-19-2 7-(phenylcarbonyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylic acid 
• 1263307-03-4 C₂₂H₂₂N₄O₆S₂ 
• 1263307-01-2 ethyl 7-[(benzylthiocarbamoyl)carbamoyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylate 
• 1263307-00-1 ethyl 7-([(2,6-dimethylphenyl)thiocarbamoyl]carbamoyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylate 
• 1263306-99-5 ethyl 7-[(phenylthiocarbamoyl)carbamoyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylate 
• 1263306-98-4 ethyl 7-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)carbamoyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine-5-carboxylate 

Relevant articles and documents

Efficient route for the synthesis of 3,4-cycloalkoxy-2,5-diethoxycarbonyl-thiophenes obtained with bulky alkyl dibromides using trialkylamines as base-solvent

New reaction conditions were investigated for dialkylizing diethyl 3,4-dihydroxy-2,5-thiophenedicarboxylate with sterically hindered alkyl-dibromides, using as reaction system DMF-trialkylamine or only the trialkylamine as base-solvent. This methodology produced the corresponding 3,4-cycloalkoxy-2,5-diethoxycarbonyl-thiophene derivatives faster and with better yields than those reported previously for K2CO3-DMF. Experiments were performed with triethylamine, tripropylamine, and tributylamine. Tributylamine produced the best results in a general reaction with alkyl-bromides. Aromatic amines like N,N-dimethylaniline, N-methyldiphenylamine, and triphenylamine failed to react at all. Reactions using only the tributylamine as base-solvent demonstrated that DMF is not necessary as a solvent to obtain good yields.

Preparation method of 3,4-ethylenedioxythiophene

A method of preparing 3,4-ethylenedioxythiophene is provided. The preparation is performed by microwave heating to greatly increase the yield and decrease the reaction time, energy consumption, solvent usage, and environmental damage.

A new class of anticonvulsants possessing 6 Hz activity: 3,4-Dialkyloxy thiophene bishydrazones

Thirty nine new 3,4-di(substituted)oxy-N2,N5-bis(substituted)thiophene-2,5-dicarbohydrazides were synthesized starting from ethyl thiodiglycolate through multi-step reactions. In the synthetic sequence, 3,4-dihydroxythiophene-2,5-diester (1) was obtained by condensing the ethyl thiodiglycolate with diethyl oxalate. It was derivatized using different alkyl halides to give disubstituted thiophene esters (2-5), which were then converted to corresponding hydrazides (6-9) following usual methods. Finally, these hydrazides, on treatment with various substituted carbonyl compounds underwent smooth condensation to yield target hydrazones (10-13). The new compounds were characterized using FT-IR, 1H NMR and 13C NMR, mass spectral and elemental analyses. The anticonvulsant activity of the title compounds was established after intraperitoneal (ip) administration in three seizure models, which include maximal electroshock (MES), subcutaneous pentylenetetrazole (scPTZ) and 6 Hz screens and their neurotoxicity was also evaluated. Compound 11f has emerged as an active compound with no neurotoxicity in this series. Also, the structure-activity relationship of the tested compounds was discussed.