Ethyl5-bromothiophene-2-carboxylate
-
Ethyl5-bromothiophene-2-carboxylate
structure -
-
CAS No:
5751-83-7
-
Formula:
C7H7BrO2S
-
Chemical Name:
Ethyl5-bromothiophene-2-carboxylate
-
Synonyms:
5- broMothiophene -2-ethyl forMate;Ethyl 5-bromothiophene-2-carboxylate;Ethyl 5-bromo-2-thiophenecarboxylate;Ethyl5-bromothiophene-2-carboxylate,99%;Ethyl 5-bromothiophene-2-carboxylate ,98.5%;5-Bromothiophene-2-carboxylic acid ethyl ester;2-Thiophenecarboxylic acid, 5-broMo-, ethyl ester;Ethyl 5-broMothiophene-2-carboxylateEthyl 5-broMothiophene-2-carboxylate
- Categories:
-
CAS No:
Characteristics
54.5
3.2
1.6±0.1 g/cm3
94-96°C/4mm
94-96°C/4mm
1.5600 to 1.5640
Slightly soluble in water
Ethyl5-bromothiophene-2-carboxylate Use and Manufacturing
To a solution of commercially available 5-bromothiophene-2-carboxylic acid (SI-15) (10 g, 0.048 mol) and Cs2CO3 (31.6 g, 0.096 mol) in DMF (100 mL), CH3CH2I (11.3 g, 0.072mol) was added slowly and then the mixture was stirred at room temperature overnight.Then, the reaction was quenched with water and extracted with EtOAc. The organic layerwas washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give thecrude compound which was purified by silica gel chromatography to obtain pure Int. 6 (9g, 80percent) as a pale yellow oil. ESI-MS m/z 234.1 [M+H]+ calc. for C7H7BrO2S. 1H NMR(CDCl3, 400 MHz): δ 7.54-7.53 (d, J = 4 Hz, 1H, Harom), 7.07-7.06 (d, J = 4 Hz, 1H, Harom), 4.35-4.30 (m, 2H, O-CH2-CH3), 1.38-1.34 (m, 3H, O-CH2-CH3).A solution of 5-bromo-2-thiophenecarboxylic acid (1 g) in ethanol (10 ml) was treated with cone, sulphuric acid (2 drops) and heated to reflux overnight. The mixture was then concentrated to dryness. The residue was partitioned between DCM (50 ml) and 2MNaHCOTo a solution of Step 1 : Preparation of ethyl 5-bromo-4-nitrothiophene-2-carboxylate (Intermediate 40) To a solution of 10 g of 5-bromo-2-thiophenecarboxylic acid (48.29 mM, 1 equivalent) are stirred in 17.6 ml of SOCl2 (24 mM, 5 equivalents) for 1 hour 30 minutes at 100 C. The mixture is evaporated to dryness and taken up with twice 20 ml of toluene. The crude product obtained is stirred for 2 hours at reflux in 40 ml of EtOH. The mixture is evaporated to dryness, the residue is taken up in CH2Cl2 and washed with water, and then dried over MgSO4 and evaporated to dryness. 10.95 g (96%) of the expected product are thus obtained in the form of a brown liquid.
Computed Properties
Molecular Weight:235.10
XLogP3:3.2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:233.93501
Monoisotopic Mass:233.93501
Topological Polar Surface Area:54.5
Heavy Atom Count:11
Complexity:151
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of Ethyl5-bromothiophene-2-carboxylate
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
![China]()
CN
4 YRS
Business licensed Certified factoryManufactory Supplier of Active Pharm Ingredients,Chemical Catalyst,Pharmaceutical Intermediates,Flavors and Fragrances,Agrochemicals,Chemical Pesticides,Organic Intermediates,OLED IntermediatesEthyl 5-bromothiophene-2-carboxylate 99% high quality Professional thiofuran seires Producer GreenboInquiryCAS No.: 5751-83-7Grade: Pharmaceutical GradeContent: 99% -
![China]()
CN
5 YRS
Business licensedTrader Supplier of Fine chemical products,Pharmaceutical starting materials -
![China]()
CN
2 YRS
Business licensed Certified factoryManufactory Supplier of AEEA-AEEA,Fmoc-AEEA,Fmoc-Lys(Alloc)-OH
Learn More Other Chemicals
-
(2E)-3-(1-METHYL-1H-PYRROL-2-YL)ACRYLIC ACID
51485-76-8
-
Benadryl N-oxide hydrochloride
13168-00-8
-
6-CHLORO-3-IODO-IMIDAZO[1,2-A]PYRIDINE
885275-59-2
-
(2-Bromophenyl)diphenylphosphine Formula
62336-24-7
-
1-Morpholinocyclopentene Formula
936-52-7
-
4-[2-(Boc-amino)ethoxy]-benzoic acid Formula
168892-66-8
-
3-amino-5-bromopyridine-2-carboxylic acid Structure
870997-85-6
-
2-Amino-6-methylpyridine Structure
1824-81-3
-
What is 3-Bromo-2-methylthiophene
30319-05-2
-
What is THIOPHEN-2-YLMETHYL-PHOSPHONICACIDDIETHYLESTER
2026-42-8
Ethyl5-bromothiophene-2-carboxylate
SDSRequest for Quotation