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1918-77-0 Usage

Chemical Properties

white to light yellow crystal powder

Uses

2-Thiopheneacetic acid is used in the preparation of rosette-like nanoscale gold materials. Further, it is used as a pharmaceutical intermediate for cefaloridine and cefalotin sodium.

Synthesis Reference(s)

Canadian Journal of Chemistry, 46, p. 1057, 1968 DOI: 10.1139/v68-179Journal of the American Chemical Society, 72, p. 4326, 1950

General Description

Adsorption of 2-thiopheneacetic acid on XAD-4, NDA-100 and ND-90 resin has been investigated. A new polymeric complex of Cu(II) and 2-thiopheneacetic acid has been synthesized and characterized by IR and Raman spectroscopy.

Purification Methods

Crystallise the acid from ligroin, hexane and/or distil it in a vacuum. The amide has m 148o (from H2O or pet ether). [Beilstein 18 H 293, 18 III/IV 4062, 18/6 V 207.]

Check Digit Verification of cas no

The CAS Registry Mumber 1918-77-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,1 and 8 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1918-77:
(6*1)+(5*9)+(4*1)+(3*8)+(2*7)+(1*7)=100
100 % 10 = 0
So 1918-77-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H6O2S/c7-6(8)4-5-2-1-3-9-5/h1-3H,4H2,(H,7,8)/p-1

1918-77-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • Alfa Aesar

  • (A10394)  2-Thiopheneacetic acid, 98%   

  • 1918-77-0

  • 25g

  • 464.0CNY

  • Detail
  • Alfa Aesar

  • (A10394)  2-Thiopheneacetic acid, 98%   

  • 1918-77-0

  • 100g

  • 1321.0CNY

  • Detail
  • Alfa Aesar

  • (A10394)  2-Thiopheneacetic acid, 98%   

  • 1918-77-0

  • 500g

  • 5556.0CNY

  • Detail
  • Aldrich

  • (195944)  2-Thiopheneaceticacid  98%

  • 1918-77-0

  • 195944-25G

  • 573.30CNY

  • Detail

1918-77-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-thienylacetic acid

1.2 Other means of identification

Product number -
Other names 2-(Thiophen-2-yl)acetic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1918-77-0 SDS

1918-77-0Synthetic route

ethyl thiophen-2-ylacetate
57382-97-5

ethyl thiophen-2-ylacetate

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 20℃; for 1h;100%
With water; sodium hydroxide In ethanol at 20℃; for 1h;100%
2-thiophenethanol
5402-55-1

2-thiophenethanol

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
19432-68-9

methyl 2-thiopheneacetate

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating;94%
2,2,2-trichloro-1-(thien-2-yl)-ethanol
35320-27-5

2,2,2-trichloro-1-(thien-2-yl)-ethanol

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
20893-30-5

2-cyanomethylthiophene

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
89244-23-5, 89244-24-6

N-((E)-1-Cyano-2-thiophen-2-yl-vinyl)-4,N-dimethyl-benzamide

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 6h; Heating;89%
2-methoxy-2-(thiophen-2-yl)acetic acid
5371-94-8

2-methoxy-2-(thiophen-2-yl)acetic acid

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With sodium chloride; iodine In water; acetic acid; ethyl acetate86%
α-(N-Methylanilino)-β-(2-thienyl)acrylonitrile
91668-56-3

α-(N-Methylanilino)-β-(2-thienyl)acrylonitrile

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 10h; Heating;83%
2-oxo-3-(thiophen-2-yl)propanoic acid
15504-41-3

2-oxo-3-(thiophen-2-yl)propanoic acid

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With sodium perborate In water for 48h; Ambient temperature;68%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

Bromoform
75-25-2

Bromoform

ethanethiol
75-08-1

ethanethiol

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether; water; dimethyl sulfoxide58%
carbon dioxide
124-38-9

carbon dioxide

N,N,N-trimethyl-1-(thiophen-2-yl)methanaminium trifluoromethanesulfonate

N,N,N-trimethyl-1-(thiophen-2-yl)methanaminium trifluoromethanesulfonate

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
82670-75-5

((Z)-1-Dimethylamino-2-thiophen-2-yl-vinyl)-phosphonic acid diethyl ester

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With hydrogenchloride Heating;43%
carbon monoxide
201230-82-2

carbon monoxide

2-thiophenemethanol
636-72-6

2-thiophenemethanol

A

2-Methylthiophene
554-14-3

2-Methylthiophene

B

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With hydrogen iodide; tetrakis(triphenylphosphine) palladium(0) In acetone at 90℃; under 68400 Torr; for 42h; Carbonylation; reduction;A 12%
B 18%
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With diethyl ether Erwaermen einer Loesung des Reaktionsprodukts in Dioxan mit Silberoxid und Natriumthiosulfat in Wasser;
2-Chloromethylthiophene
765-50-4

2-Chloromethylthiophene

A

2-methylthiophene-3-carboxylic acid
1918-78-1

2-methylthiophene-3-carboxylic acid

B

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With diethyl ether; magnesium Behandeln des Reaktionsgemisches mit festem Kohlendioxid;
2-Acetylthiophene
88-15-3

2-Acetylthiophene

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
19432-64-5

2-thenyl magnesium chloride

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

A

2-methylthiophene-3-carboxylic acid
1918-78-1

2-methylthiophene-3-carboxylic acid

B

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

isopropyl 2-(thiophen-2-yl)acetate
68100-13-0

isopropyl 2-(thiophen-2-yl)acetate

A

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

B

propene
187737-37-7

propene

Conditions
ConditionsYield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;
tert-butyl 2-(thiophen-2-yl)acetate
58416-18-5

tert-butyl 2-(thiophen-2-yl)acetate

A

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

B

isobutene
115-11-7

isobutene

Conditions
ConditionsYield
In gaseous matrix at 326.9℃; gas-phase Hammett replacement ς0 substituent constant was investigated;
α-thienylglycolic acid

α-thienylglycolic acid

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With phosphorus; hydrogen iodide
methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

<2>thienyl-methyl magnesium chloride

<2>thienyl-methyl magnesium chloride

A

2-methylthiophene-3-carboxylic acid
1918-78-1

2-methylthiophene-3-carboxylic acid

B

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With diethyl ether
2-diazo-1-(thiophen-2-yl)ethanone
72676-21-2

2-diazo-1-(thiophen-2-yl)ethanone

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
With silver(l) oxide In 1,4-dioxane Rearrangement;
2-Thiophenecarbonyl chloride
5271-67-0

2-Thiophenecarbonyl chloride

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
2-thiophenylcarboxylic acid
527-72-0

2-thiophenylcarboxylic acid

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (COCl)2; DMF / CH2Cl2
2: diethyl ether / 0 °C
3: aq. Ag2O / dioxane
View Scheme
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
2-ethynyl-thiophene
4298-52-6

2-ethynyl-thiophene

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
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
89677-36-1

3-thiophen-2-yl-2-thioxo-propionic acid

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ethanol; hydroxylamine
2: acetic acid anhydride
3: aq.-ethanolic KOH-solution
View Scheme
5-(2'-thiophenemethylene)rhodamine
6319-47-7, 98800-08-9, 98800-09-0

5-(2'-thiophenemethylene)rhodamine

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. NaOH solution
2: ethanol; hydroxylamine
3: acetic acid anhydride
4: aq.-ethanolic KOH-solution
View Scheme
methanol
67-56-1

methanol

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

methyl 2-thiopheneacetate
19432-68-9

methyl 2-thiopheneacetate

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

5,6-dimethoxy-2-(N-propylamino)indan
162751-96-4

5,6-dimethoxy-2-(N-propylamino)indan

N-(5,6-dimethoxy-indan-2-yl)-N-propyl-2-thiophen-2-yl-acetamide
745060-18-8

N-(5,6-dimethoxy-indan-2-yl)-N-propyl-2-thiophen-2-yl-acetamide

Conditions
ConditionsYield
With diethyl cyanophosphonate; triethylamine In dichloromethane at 20℃; for 24h;100%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

benzylamine
100-46-9

benzylamine

N-benzyl-2-(thiophen-2-yl)acetamide

N-benzyl-2-(thiophen-2-yl)acetamide

Conditions
ConditionsYield
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%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

oxalyl dichloride
79-37-8

oxalyl dichloride

2-(2'-Thienyl)methyl-penem-3-carboxylic Acid

2-(2'-Thienyl)methyl-penem-3-carboxylic Acid

Conditions
ConditionsYield
98.8%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

4'-methoxy-N-(azulen-1-ylmethylene)aniline
854154-95-3

4'-methoxy-N-(azulen-1-ylmethylene)aniline

1-(azulen-1'-yl)-2-(thien-2''-yl)ethene
652142-07-9

1-(azulen-1'-yl)-2-(thien-2''-yl)ethene

Conditions
ConditionsYield
for 0.25h; Heating;98%
for 0.5h; Heating;98%
hydrogenchloride
7647-01-0

hydrogenchloride

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

lead(II) nitrate

lead(II) nitrate

potassium hydroxide

potassium hydroxide

[Pb(thiophene-2-acetate)2(H2O)]n

[Pb(thiophene-2-acetate)2(H2O)]n

Conditions
ConditionsYield
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%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

aniline
62-53-3

aniline

N-phenyl-2-(thiophen-2-yl)acetamide
69047-40-1

N-phenyl-2-(thiophen-2-yl)acetamide

Conditions
ConditionsYield
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%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

2-thiophenethanol
5402-55-1

2-thiophenethanol

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

phenyl isocyanate
1197040-29-1

phenyl isocyanate

N-formyl-N-phenyl-2-(thiophen-2-yl)acetamide
1414349-67-9

N-formyl-N-phenyl-2-(thiophen-2-yl)acetamide

Conditions
ConditionsYield
In toluene at 110℃; Sealed tube; Inert atmosphere;97%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

4-Methoxyphenethylamine
55-81-2

4-Methoxyphenethylamine

N-(2-(4-methoxyphenyl)ethyl)-2-thiophen-2-ylacetamide
349433-11-0

N-(2-(4-methoxyphenyl)ethyl)-2-thiophen-2-ylacetamide

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;97%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

silver nitrate

silver nitrate

silver(I) 2-thiopheneacetate

silver(I) 2-thiopheneacetate

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

diethyl 4-(6-hydroxyhexan-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

diethyl 4-(6-hydroxyhexan-2-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

diethyl 2,6-dimethyl-4-(6-(2-(thiophen-2-yl)acetoxy)hexan-2-yl)-1,4-dihydropyridine-3,5-dicarboxylate

diethyl 2,6-dimethyl-4-(6-(2-(thiophen-2-yl)acetoxy)hexan-2-yl)-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h;97%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

o-toluidine
95-53-4

o-toluidine

2-(thiophen-2-yl)-N-(o-tolyl)acetamide
69047-43-4

2-(thiophen-2-yl)-N-(o-tolyl)acetamide

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane at 20 - 25℃; for 1h;96%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

trimethylsilyl 2-(thien-2-yl)acetate
934415-23-3

trimethylsilyl 2-(thien-2-yl)acetate

Conditions
ConditionsYield
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
110-89-4

piperidine

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

1-(piperidin-1-yl)-2-(thiophen-2-yl)ethan-1-one
114373-80-7

1-(piperidin-1-yl)-2-(thiophen-2-yl)ethan-1-one

Conditions
ConditionsYield
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%
morpholine
110-91-8

morpholine

Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

1-morpholino-2-(thiophen-2-yl)ethan-1-one

1-morpholino-2-(thiophen-2-yl)ethan-1-one

Conditions
ConditionsYield
With phenylsilane In acetonitrile at 20℃; for 2.5h;96%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

ethanol
64-17-5

ethanol

ethyl thiophen-2-ylacetate
57382-97-5

ethyl thiophen-2-ylacetate

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

tantalum pentaethoxide
150747-55-0

tantalum pentaethoxide

[Ta(OC2H5)3(C4H3SCH2COO)2]
98605-57-3

[Ta(OC2H5)3(C4H3SCH2COO)2]

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

4-Bromo-benzene-1,2-diamine
1575-37-7

4-Bromo-benzene-1,2-diamine

6-bromo-2-(thiophen-2-ylmethyl)-1H-benzo[d]imidazole
1340048-81-8

6-bromo-2-(thiophen-2-ylmethyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
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
1918-77-0

Thiophene-2-acetic acid

Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

(Z)-3-(cyclohexylamino)-3-oxo-1-(thiophen-2-yl)prop-1-en-2-yl 2-(thiophen-2-yl)acetate
1414349-77-1

(Z)-3-(cyclohexylamino)-3-oxo-1-(thiophen-2-yl)prop-1-en-2-yl 2-(thiophen-2-yl)acetate

Conditions
ConditionsYield
In nitromethane at 40℃; for 24h; Solvent; Concentration; Temperature; Sealed tube;95%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

3,4-methylenedioxyphenylethylamine
1484-85-1

3,4-methylenedioxyphenylethylamine

N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(thiophen-2-yl)acetamide
92851-34-8

N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(thiophen-2-yl)acetamide

Conditions
ConditionsYield
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%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

Conditions
ConditionsYield
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%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

hexachloro[60]fullerene
151013-83-1

hexachloro[60]fullerene

C90H25ClO10S5

C90H25ClO10S5

Conditions
ConditionsYield
With tin(IV) chloride In 1,2-dichloro-benzene at 70 - 80℃; for 1h; Inert atmosphere;95%
Thiophene-2-acetic acid
1918-77-0

Thiophene-2-acetic acid

2-thienylacetic acid chloride
39098-97-0

2-thienylacetic acid chloride

Conditions
ConditionsYield
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 toluene92%
With 1-butyl-3-methylimidazolium hydroxide; thionyl chloride In chloroform at 10℃; for 8h; Reagent/catalyst; Temperature;89.8%
Thiophene-2-acetic acid
1918-77-0

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
124876-28-4

(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
124876-32-0

(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
ConditionsYield
With N,N-bis(trimethylsilyl)acetamide; trichlorophosphate In ethyl acetate; N,N-dimethyl-formamide Ambient temperature;94%

1918-77-0Relevant articles and documents

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Blanchette,Brown

, p. 1066 (1952)

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Assessing and utilizing esterase specificity in antimicrobial prodrug development

Hetrick, Kenton J.,Raines, Ronald T.

, (2021/12/30)

As a class of enzymes, esterases have been investigated for decades and have found use in industrial processes, synthetic organic chemistry, and elsewhere. Esters are functional groups composed of an alcohol moiety and a carboxylic acid moiety. Although much work has explored the influence of the carboxyl moiety of an ester on its susceptibility to esterases, little work has explored the influence of the alcohol moiety. Here, we describe an in vitro methodology to explore the influence of changing the alcohol moiety of an ester on its enzymatic hydrolysis, including strategies for analyzing such data. We then describe leveraging data from these assays to develop targeted antimicrobial prodrugs that activate in certain species due to the discriminatory activity of species-specific esterases. We envisage the potential of genomics and machine learning to further these efforts. Finally, we anticipate the potential future uses of these ideas, including developing targeted anti-cancer compounds.

Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides

Li, Chenchen,Li, Ruoling,Zhang, Bing,Zhao, Pei,Zhao, Wanxiang

, p. 10913 - 10917 (2020/05/25)

A general efficient protocol was developed for the synthesis of carboxylic acids, esters, and amides through oxidation of alkynyl boronates, generated directly from terminal alkynes. This protocol represents the first example of C(sp)?B bond oxidation. This approach displays a broad substrate scope, including aryl and alkyl alkynes, and exhibits excellent functional group tolerance. Water, primary and secondary alcohols, and amines are suitable nucleophiles for this transformation. Notably, amino acids and peptides can be used as nucleophiles, providing an efficient method for the synthesis and modification of peptides. The practicability of this methodology was further highlighted by the preparation of pharmaceutical molecules.

Preparation method of 2-thiopheneacetyl chloride

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Paragraph 0034-0037; 0041-0044; 0046-0049; 0051-0054; 0056, (2020/08/30)

The invention discloses a preparation method of 2-thiopheneacetyl chloride, and belongs to the technical field of chemical synthesis. The preparation method comprises the following steps: (1) dissolving 2-thiopheneethanol in an organic solvent, and reacting at 50-120 DEG C under the action of a solid acid catalyst, an alkali and an oxidant to prepare 2-thiopheneacetic acid, wherein the oxidant isoxygen or hydrogen peroxide; and (2) dissolving 2-thiopheneacetic acid in an organic solvent, and dropwise adding thionyl chloride to carry out an acylating chlorination reaction by taking an alkalineionic liquid as a catalyst so as to prepare 2-thiopheneacetyl chloride. The preparation method is simple in route, easy in obtaining of raw materials, mild in reaction conditions, and capable of realizing few byproducts and easy purification and separation due to adoption of oxygen or hydrogen peroxide as the oxidant in synthesis of 2-thiopheneacetic acid; and when the acylating chlorination reaction of 2-thiopheneacetic acid is carried out, the basic ionic liquid is adopted as the catalyst, the reaction process is stable and easy to control, the product yield is high, few byproducts are produced, so the method is an efficient and green synthesis process.

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