ethyl thiophen-2-ylacetate
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In ethanol at 20℃; for 1h; | 100% |
With water; sodium hydroxide In ethanol at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With oxygen; triethylamine at 80℃; for 15h; Reagent/catalyst; Temperature; | 96.5% |
With Iron(III) nitrate nonahydrate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium chloride; oxygen In 1,2-dichloro-ethane at 25℃; for 12h; | 85% |
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry; | 85% |
With iridium hexafluoride; sulphate-doped anatase; potassium oxide In dichloromethane at 85℃; Temperature; |
methyl 2-thiopheneacetate
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With sodium hydroxide for 2h; Heating; | 94% |
2,2,2-trichloro-1-(thien-2-yl)-ethanol
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trichloro-1-(thien-2-yl)-ethanol With sodium tetrahydroborate; diphenyl diselenide In ethanol Inert atmosphere; Stage #2: With sodium hydroxide In ethanol at 40℃; Inert atmosphere; | 94% |
2-cyanomethylthiophene
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With sodium hydroxide In water for 5h; Reflux; | 93.4% |
With water; potassium hydroxide In ethanol for 3h; Inert atmosphere; Reflux; | 74% |
With potassium hydroxide |
N-((E)-1-Cyano-2-thiophen-2-yl-vinyl)-4,N-dimethyl-benzamide
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 6h; Heating; | 89% |
Conditions | Yield |
---|---|
With sodium chloride; iodine In water; acetic acid; ethyl acetate | 86% |
α-(N-Methylanilino)-β-(2-thienyl)acrylonitrile
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran for 10h; Heating; | 83% |
2-oxo-3-(thiophen-2-yl)propanoic acid
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With sodium perborate In water for 48h; Ambient temperature; | 68% |
thiophene-2-carbaldehyde
Bromoform
ethanethiol
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In diethyl ether; water; dimethyl sulfoxide | 58% |
Conditions | Yield |
---|---|
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium carbonate; caesium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 36h; Schlenk technique; Glovebox; Sealed tube; Irradiation; | 55% |
((Z)-1-Dimethylamino-2-thiophen-2-yl-vinyl)-phosphonic acid diethyl ester
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With hydrogenchloride Heating; | 43% |
carbon monoxide
2-thiophenemethanol
A
2-Methylthiophene
B
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction; | A 12% B 18% |
diazomethane
2-Thiophenecarbonyl chloride
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With diethyl ether Erwaermen einer Loesung des Reaktionsprodukts in Dioxan mit Silberoxid und Natriumthiosulfat in Wasser; |
2-Chloromethylthiophene
A
2-methylthiophene-3-carboxylic acid
B
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With diethyl ether; magnesium Behandeln des Reaktionsgemisches mit festem Kohlendioxid; |
Conditions | Yield |
---|---|
With 1,4-dioxane; ammonium polysulfide solution; sulfur Erhitzen des erhaltenen Saeureamids mit wss. Kalilauge; | |
With 1,4-dioxane; ammonium polysulfide solution; sulfur Erhitzen des erhaltenen Saeureamids mit wss. Salzsaeure; | |
Multi-step reaction with 2 steps 1: 83 percent / BF3*O(C2H5)3, Pb(OAc)4 / benzene / 11 h / Ambient temperature 2: 94 percent / aq. NaOH / 2 h / Heating View Scheme |
2-thenyl magnesium chloride
methylammonium carbonate
A
2-methylthiophene-3-carboxylic acid
B
Thiophene-2-acetic acid
isopropyl 2-(thiophen-2-yl)acetate
A
Thiophene-2-acetic acid
B
propene
Conditions | Yield |
---|---|
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated; |
tert-butyl 2-(thiophen-2-yl)acetate
A
Thiophene-2-acetic acid
B
isobutene
Conditions | Yield |
---|---|
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated; |
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With phosphorus; hydrogen iodide |
methylammonium carbonate
A
2-methylthiophene-3-carboxylic acid
B
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With diethyl ether |
2-diazo-1-(thiophen-2-yl)ethanone
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With silver(l) oxide In 1,4-dioxane Rearrangement; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether / 0 °C 2: aq. Ag2O / dioxane View Scheme | |
Multi-step reaction with 2 steps 1: diethyl ether / Erwaermen des Reaktionsprodukts mit Silberoxid und Methanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (COCl)2; DMF / CH2Cl2 2: diethyl ether / 0 °C 3: aq. Ag2O / dioxane View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 68 percent / KH / tetrahydrofuran / 4 h / Ambient temperature 2: 83 percent / 10percent aq. HCl / tetrahydrofuran / 10 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: benzene, NaHCO3 / methanol / 110 h / Heating 2: 2N NaOH View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere 1.2: 2 h / -78 °C / Inert atmosphere 2.1: oxone||potassium monopersulfate triple salt; water / acetone / 12 h / 50 °C / Inert atmosphere View Scheme |
3-thiophen-2-yl-2-thioxo-propionic acid
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethanol; hydroxylamine 2: acetic acid anhydride 3: aq.-ethanolic KOH-solution View Scheme |
5-(2'-thiophenemethylene)rhodamine
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: aq. NaOH solution 2: ethanol; hydroxylamine 3: acetic acid anhydride 4: aq.-ethanolic KOH-solution View Scheme |
Conditions | Yield |
---|---|
With hydrogenchloride for 3h; Heating; | 100% |
With thionyl chloride at 0 - 20℃; for 18h; | 100% |
With thionyl chloride at 0 - 20℃; for 18h; | 100% |
Thiophene-2-acetic acid
5,6-dimethoxy-2-(N-propylamino)indan
N-(5,6-dimethoxy-indan-2-yl)-N-propyl-2-thiophen-2-yl-acetamide
Conditions | Yield |
---|---|
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With (2-(thiophen-2-ylmethyl)phenyl)boronic acid In dichloromethane at 20℃; for 24h; Inert atmosphere; Molecular sieve; | 99% |
With bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran at 70℃; for 24h; Molecular sieve; Sealed tube; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
98.8% |
Thiophene-2-acetic acid
4'-methoxy-N-(azulen-1-ylmethylene)aniline
1-(azulen-1'-yl)-2-(thien-2''-yl)ethene
Conditions | Yield |
---|---|
for 0.25h; Heating; | 98% |
for 0.5h; Heating; | 98% |
Conditions | Yield |
---|---|
Stage #1: hydrogenchloride; lead(II) nitrate; potassium hydroxide at 70℃; for 0.5h; Green chemistry; Stage #2: Thiophene-2-acetic acid for 6h; Heating; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With triethylamine; Phenyl N-phenylphosphoramidochloridate In dichloromethane for 1h; Ambient temperature; | 97% |
With zeolite-HY In neat (no solvent) for 1h; Irradiation; | 97% |
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20 - 25℃; for 1h; | 90% |
Stage #1: Thiophene-2-acetic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h; Stage #2: aniline In tetrahydrofuran at 20℃; for 2h; | 81% |
Conditions | Yield |
---|---|
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 6h; | 97% |
With tricarbonyl(η(4)-cycloocta-1,5-diene)iron; phenylsilane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; UV-irradiation; chemoselective reaction; | 95% |
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In chloroform at 60℃; for 2h; Inert atmosphere; | 73% |
Thiophene-2-acetic acid
phenyl isocyanate
N-formyl-N-phenyl-2-(thiophen-2-yl)acetamide
Conditions | Yield |
---|---|
In toluene at 110℃; Sealed tube; Inert atmosphere; | 97% |
Thiophene-2-acetic acid
4-Methoxyphenethylamine
N-(2-(4-methoxyphenyl)ethyl)-2-thiophen-2-ylacetamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; | 97% |
Conditions | Yield |
---|---|
With triethylamine In ethanol; acetonitrile at 0℃; for 2h; Inert atmosphere; Schlenk technique; | 97% |
With triethylamine In ethanol; acetonitrile at 0℃; for 2h; | 97% |
Thiophene-2-acetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 97% |
Thiophene-2-acetic acid
o-toluidine
2-(thiophen-2-yl)-N-(o-tolyl)acetamide
Conditions | Yield |
---|---|
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20 - 25℃; for 1h; | 96% |
Thiophene-2-acetic acid
chloro-trimethyl-silane
trimethylsilyl 2-(thien-2-yl)acetate
Conditions | Yield |
---|---|
Stage #1: Thiophene-2-acetic acid With pyridine In tetrahydrofuran at 0℃; for 0.5h; Stage #2: chloro-trimethyl-silane With 1,1,1,3,3,3-hexamethyl-disilazane In tetrahydrofuran at 0 - 20℃; for 12h; | 96% |
piperidine
Thiophene-2-acetic acid
1-(piperidin-1-yl)-2-(thiophen-2-yl)ethan-1-one
Conditions | Yield |
---|---|
With tris(2,2,2-trifluoroethyl) borate for 24h; Dean-Stark; Reflux; | 96% |
With zirconium(IV) chloride In tetrahydrofuran at 70℃; for 24h; Molecular sieve; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
With phenylsilane In acetonitrile at 20℃; for 2.5h; | 96% |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 70℃; for 19h; | 95% |
With hydrogenchloride In water at 20 - 70℃; for 19h; | 95% |
With sulfuric acid Reflux; | 71% |
Thiophene-2-acetic acid
tantalum pentaethoxide
[Ta(OC2H5)3(C4H3SCH2COO)2]
Conditions | Yield |
---|---|
In benzene byproducts: C2H5OH; react. under anhydrous conditions, addn. of 2-thiopheneacetic acid to asoln. of Ta(OEt)5 in benzene (2:1 molar ratio), refluxing for 8 h; collecting of liberated ethanol azeotropically, distg. off excess solvent, drying in vac., elem. anal.; | 95% |
Thiophene-2-acetic acid
4-Bromo-benzene-1,2-diamine
6-bromo-2-(thiophen-2-ylmethyl)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
Stage #1: Thiophene-2-acetic acid With borane-THF In tetrahydrofuran; toluene at 20℃; for 0.5h; Cooling with ice; Stage #2: 4-Bromo-benzene-1,2-diamine In tetrahydrofuran; toluene for 12h; Reflux; | 95% |
Thiophene-2-acetic acid
Cyclohexyl isocyanide
(Z)-3-(cyclohexylamino)-3-oxo-1-(thiophen-2-yl)prop-1-en-2-yl 2-(thiophen-2-yl)acetate
Conditions | Yield |
---|---|
In nitromethane at 40℃; for 24h; Solvent; Concentration; Temperature; Sealed tube; | 95% |
Thiophene-2-acetic acid
3,4-methylenedioxyphenylethylamine
N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(thiophen-2-yl)acetamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 6h; | 95% |
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; | 74% |
Conditions | Yield |
---|---|
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere; | 95% |
With dipotassium peroxodisulfate In water at 90℃; for 12h; Green chemistry; | 75% |
With oxygen; copper diacetate In dimethyl sulfoxide at 120℃; for 18h; Sealed tube; | 72% |
Conditions | Yield |
---|---|
With tin(IV) chloride In 1,2-dichloro-benzene at 70 - 80℃; for 1h; Inert atmosphere; | 95% |
Thiophene-2-acetic acid
2-thienylacetic acid chloride
Conditions | Yield |
---|---|
With bis(trichloromethyl) carbonate; N,N-dimethyl-formamide In dichloromethane at -10 - 0℃; for 5h; Temperature; Reagent/catalyst; | 94.7% |
With phosgene; 4-cyclopentylaminopyridine hydrobromide In toluene | 92% |
With 1-butyl-3-methylimidazolium hydroxide; thionyl chloride In chloroform at 10℃; for 8h; Reagent/catalyst; Temperature; | 89.8% |
Thiophene-2-acetic acid
(6R,7R)-7-Amino-3-(4,4-dimethyl-5-methylsulfanyl-4H-imidazol-2-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
(6R,7R)-3-(4,4-Dimethyl-5-methylsulfanyl-4H-imidazol-2-ylsulfanylmethyl)-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Conditions | Yield |
---|---|
With N,N-bis(trimethylsilyl)acetamide; trichlorophosphate In ethyl acetate; N,N-dimethyl-formamide Ambient temperature; | 94% |
IUPAC Name: 2-Thiophen-2-ylacetic acid
Canonical SMILES: C1=CSC(=C1)CC(=O)O
InChI: InChI=1S/C6H6O2S/c7-6(8)4-5-2-1-3-9-5/h1-3H,4H2,(H,7,8)
InChIKey: SMJRBWINMFUUDS-UHFFFAOYSA-N
Molecular Weight: 142.17564 [g/mol]
Molecular Formula: C6H6O2S
XLogP3: 1
H-Bond Donor: 1
H-Bond Acceptor: 2
EINECS: 217-639-8
Index of Refraction: 1.587
Molar Refractivity: 35.75 cm3
Molar Volume: 106.3 cm3
Surface Tension: 54.3 dyne/cm
Density: 1.336 g/cm3
Flash Point: 116.6 °C
Enthalpy of Vaporization: 53.59 kJ/mol
Boiling Point: 269.2 °C at 760 mmHg
Vapour Pressure: 0.00363 mmHg at 25 °C
Appearance: white to light yellow crystal powder
Melting Point: 63-64 °C(lit.)
Product Categories: Drug Intermediates; Heterocycles; Thiophene&Benzothiophene; Organic acids; Thiophens; Cephaloridine
2-Thiopheneacetic acid (CAS NO.1918-77-0) is used as pharmaceutical intermediates to product cefaloridine, Cefalotin sodium,etc.
Safety Information of 2-Thiopheneacetic acid (CAS NO.1918-77-0):
Hazard Codes:C ,Xi
Risk Statements:34-37-36/37/38
34:Causes burns
37:Irritating to the respiratory system
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39-45-24/25-27
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
24/25:Avoid contact with skin and eyes
27:Take off immediately all contaminated clothing
RIDADR:UN 3261 8/PG 2
WGK Germany:3
Hazard Note:Irritant
TSCA:T
HazardClass:8
PackingGroup:III
2-Thiopheneacetic acid (CAS NO.1918-77-0), its Synonyms are 2-Thienylacetic acid ; Thiopheneacetic acid ; 2-(2-Thienyl)aceticacid ; 2-(Thiophen-2-yl)acetic acid ; Thiophen-2-ylacetic acid ; 2-Thienylethanoicacid .
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