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  • 2687-91-4 Structure
  • Basic information

    1. Product Name: N-Ethyl-2-pyrrolidone
    2. Synonyms: 1-ethyl-2-pyrrolidinon;1-ethyl-pyrrolidin-2-one;2-Pyrrolidinone, 1-ethyl-;Agsol Ex 2;ethyl-2-pyrrolidone;N-Ethyl-2-pyrrolidinone;N-Ethylpyrrolidinone;N-Ethylpyrrolidone
    3. CAS NO:2687-91-4
    4. Molecular Formula: C6H11NO
    5. Molecular Weight: 113.16
    6. EINECS: 220-250-6
    7. Product Categories: Building Blocks;Heterocyclic Building Blocks;Pyrrolidines;Pyrrolidones
    8. Mol File: 2687-91-4.mol
    9. Article Data: 30
  • Chemical Properties

    1. Melting Point: 87.5-88.5 °C
    2. Boiling Point: 97 °C20 mm Hg(lit.)
    3. Flash Point: 169 °F
    4. Appearance: Clear/Liquid
    5. Density: 0.992 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.276mmHg at 25°C
    7. Refractive Index: n20/D 1.465(lit.)
    8. Storage Temp.: -70°C
    9. Solubility: N/A
    10. PKA: -0.41±0.20(Predicted)
    11. Explosive Limit: 1.3-7.7%(V)
    12. Water Solubility: 1000g/L at 23℃
    13. BRN: 107971
    14. CAS DataBase Reference: N-Ethyl-2-pyrrolidone(CAS DataBase Reference)
    15. NIST Chemistry Reference: N-Ethyl-2-pyrrolidone(2687-91-4)
    16. EPA Substance Registry System: N-Ethyl-2-pyrrolidone(2687-91-4)
  • Safety Data

    1. Hazard Codes: Xn,T
    2. Statements: 22-36-62-41-61
    3. Safety Statements: 26-36-45-36/37/39-53
    4. WGK Germany: 1
    5. RTECS: UY5769250
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 2687-91-4(Hazardous Substances Data)

2687-91-4 Usage

Description

N-Ethyl-2-pyrrolidone, also known as 1-Ethyl-2-pyrrolidone, is a clear liquid that functions as a transdermal absorption-enhancing compound. It has been studied for its effects on the multilammellar liposome of the stratum corneum lipid, which is the outermost layer of the skin.

Uses

Used in Pharmaceutical Industry:
N-Ethyl-2-pyrrolidone is used as a transdermal absorption enhancer to improve the delivery of drugs through the skin. Its ability to interact with the stratum corneum lipid aids in increasing the permeability of the skin, allowing for more efficient drug absorption.
Used in Textile Industry:
N-Ethyl-2-pyrrolidone is used as a modifying agent for coir fiber, which is derived from the coconut palm (Cocos nucifera). The compound is employed in the photocuring process to enhance the properties of the coir fiber, making it more suitable for various applications in the textile industry.

Flammability and Explosibility

Nonflammable

Safety Profile

Moderately toxic by ingestion. An eye irritant. Combustible. When heated to decomposition it emits toxic fumes of NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 2687-91-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,8 and 7 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2687-91:
(6*2)+(5*6)+(4*8)+(3*7)+(2*9)+(1*1)=114
114 % 10 = 4
So 2687-91-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO/c1-2-7-5-3-4-6(7)8/h2-5H2,1H3

2687-91-4 Well-known Company Product Price

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

  • (B24548)  1-Ethyl-2-pyrrolidinone, 98%   

  • 2687-91-4

  • 25g

  • 441.0CNY

  • Detail
  • Alfa Aesar

  • (B24548)  1-Ethyl-2-pyrrolidinone, 98%   

  • 2687-91-4

  • 100g

  • 812.0CNY

  • Detail
  • Alfa Aesar

  • (B24548)  1-Ethyl-2-pyrrolidinone, 98%   

  • 2687-91-4

  • 500g

  • 3902.0CNY

  • Detail
  • Aldrich

  • (146358)  1-Ethyl-2-pyrrolidone  98%

  • 2687-91-4

  • 146358-100G

  • 1,565.46CNY

  • Detail
  • Aldrich

  • (146358)  1-Ethyl-2-pyrrolidone  98%

  • 2687-91-4

  • 146358-500G

  • 5,260.32CNY

  • Detail

2687-91-4SDS

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 N-Ethyl-2-pyrrolidone

1.2 Other means of identification

Product number -
Other names ethyl-pyrrolidinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Solvents (for cleaning or degreasing),Solvents (which become part of product formulation or mixture)
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:2687-91-4 SDS

2687-91-4Synthetic route

1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 25℃; under 7500.75 Torr; for 16h;99%
With ammonium formate; palladium on activated charcoal In methanol for 0.5h; Heating;94%
With oxygen; hydrazine hydrate; 7-(trifluoromethyl)-1,10-ethyleneisoalloxazinium chloride In water at 100℃; under 760.051 Torr; for 18h;88%
4-butanolide
96-48-0

4-butanolide

ethylamine
75-04-7

ethylamine

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
In water; ethylene glycol at 290℃; under 38787.1 Torr; Kinetics; Temperature; Concentration; Flow reactor;93.9%
at 300℃;
at 215℃;
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one
1190639-19-0

1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one

Conditions
ConditionsYield
With Rh(acac)(dppb) In tetrahydrofuran for 18h; Inert atmosphere; regioselective reaction;A n/a
B 83%
N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
dirhodium tetraacetate In dichloromethane at 40℃; for 5h;77%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

ethyl bromide
74-96-4

ethyl bromide

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
Stage #1: 2-pyrrolidinon; ethyl bromide With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 2h;
Stage #2: at 0℃;
75%
N-trimethylsilyl-pyrrolidin-2-one
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

Ethyl benzenesulfonate
515-46-8

Ethyl benzenesulfonate

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

trimethylsilyl benzenesulfonate
17882-06-3

trimethylsilyl benzenesulfonate

Conditions
ConditionsYield
Heating;A 59%
B 72%
4-butanolide
96-48-0

4-butanolide

ethanolamine
141-43-5

ethanolamine

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
ZSM-569%
4-butanolide
96-48-0

4-butanolide

triethylamine
121-44-8

triethylamine

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

ethanol
64-17-5

ethanol

Conditions
ConditionsYield
ZSM-5A 68%
B 13%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

ethene
74-85-1

ethene

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With silver tetrafluoroborate; dibromo[1,3-dihydro-1-(2-pyridinyl)-3-(2,4,6-trimethylphenyl)-2H-imidazol-2-ylidene]platinum(II) In nitrobenzene-d5 at 20 - 150℃; under 4125.41 Torr; for 26h; Inert atmosphere;59%
N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

1-ethyl-4-methyl-2-azetidinone
31366-13-9

1-ethyl-4-methyl-2-azetidinone

C

C12H22N2O2
111328-65-5

C12H22N2O2

Conditions
ConditionsYield
With Cu(1+)*HB(C3N2Br3)3(1-)=(HB(C3N2Br3)3)Cu In dichloromethane at 20℃; Inert atmosphere; chemoselective reaction;A 51%
B 20%
C 17%
With copper(I) hydrotris(3,5-dimethylpyrazol-1-yl)borate In dichloromethane at 20℃; Inert atmosphere; chemoselective reaction;
2-pyrrolidinon
616-45-5

2-pyrrolidinon

ethyl iodide
75-03-6

ethyl iodide

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium hydride Heating;42%
N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

A

N1,N1,N4,N4-tetraethylmaleamide

N1,N1,N4,N4-tetraethylmaleamide

B

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

C

N1,N1,N4,N4-tetraethylfumaramide
111328-65-5, 138895-86-0, 37511-04-9

N1,N1,N4,N4-tetraethylfumaramide

Conditions
ConditionsYield
Ru2(CO)4[(PrO)4-5,17-Br2-11,23-(CO2-)2-calix[4]arene] In dichloromethane at 40℃; for 24h;A 17%
B 23%
C 14%
4-butanolide
96-48-0

4-butanolide

water
7732-18-5

water

triethylamine
121-44-8

triethylamine

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

ethanol
64-17-5

ethanol

Conditions
ConditionsYield
Conversion of starting material;A n/a
B 13%
N-ethylsuccinimide
2314-78-5

N-ethylsuccinimide

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With sulfuric acid; water Bei der elektrolytischen Reduktion an einer Blei-Kathode.;
With 5% active carbon-supported ruthenium; hydrogen In water at 150℃; under 112511 Torr; for 6h; Green chemistry;
4-(N,N-diethylamino)butanoic acid
63867-13-0

4-(N,N-diethylamino)butanoic acid

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With phosphorus trichloride Erhitzen des Reaktionsprodukts auf 155-160grad.;
3-hydroxy-4-nitro-butyric acid ethyl ester
854852-25-8

3-hydroxy-4-nitro-butyric acid ethyl ester

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With 1,4-dioxane; ethanol; copper oxide-chromium oxide at 260℃; under 191232 Torr; Hydrogenation;
methanol
67-56-1

methanol

N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

1-ethyl-4-methyl-2-azetidinone
31366-13-9

1-ethyl-4-methyl-2-azetidinone

C

N,N-diethylglycine methyl ester
30280-35-4

N,N-diethylglycine methyl ester

D

2-methoxy-N,N-diethyl-acetamide
70814-00-5

2-methoxy-N,N-diethyl-acetamide

Conditions
ConditionsYield
at 0℃; for 0h; Product distribution; Irradiation; variuos temp.;A 16.8 % Chromat.
B 37.5 % Chromat.
C 11.9 % Chromat.
D n/a
N-acetyl-α-pyrrolidone

N-acetyl-α-pyrrolidone

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With sulfuric acid at 45℃; elektrolytische Reduktion;
N-ethylsuccinimide
2314-78-5

N-ethylsuccinimide

sulfuric acid
7664-93-9

sulfuric acid

water
7732-18-5

water

A

1-ethylpyrrolidine
7335-06-0

1-ethylpyrrolidine

B

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
at 28℃; elektrochemischen Reduktion an einer Blei-Kathode;
1,4-dioxane
123-91-1

1,4-dioxane

ethanol
64-17-5

ethanol

3-hydroxy-4-nitro-butyric acid ethyl ester
854852-25-8

3-hydroxy-4-nitro-butyric acid ethyl ester

copper oxide-chromium oxide

copper oxide-chromium oxide

A

1-ethylpyrrolidine
7335-06-0

1-ethylpyrrolidine

B

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
at 260℃; under 191232 Torr; Hydrogenation;
4-(ethylamino)butyric acid
76572-84-4

4-(ethylamino)butyric acid

water
7732-18-5

water

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
at 100℃; vom pH 1.2 bis pH 12.7;
4-(ethylamino)butyric acid
76572-84-4

4-(ethylamino)butyric acid

butan-1-ol
71-36-3

butan-1-ol

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

water
7732-18-5

water

Conditions
ConditionsYield
at 100℃;
2-pyrrolidinon
616-45-5

2-pyrrolidinon

C2H5X

C2H5X

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium hydride at 60 - 70℃;
1-(2-hydroxyethyl)-2-pyrrolidinone
3445-11-2

1-(2-hydroxyethyl)-2-pyrrolidinone

A

2-pyrrolidinon
616-45-5

2-pyrrolidinon

B

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

C

1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

Conditions
ConditionsYield
0.37 - 1.6 % cesium on silica In water at 350 - 375℃; for 3 - 95h; Product distribution / selectivity;
0.37 - 1.6 % cesium on silica at 350 - 375℃; for 3 - 95h; Product distribution / selectivity;
1-ethenyl-2-pyrrolidinone
88-12-0

1-ethenyl-2-pyrrolidinone

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

((CH3)4C2O2)BCHCHNC4H6O
1190639-18-9

((CH3)4C2O2)BCHCHNC4H6O

C

1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one
1190639-19-0

1-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethyl)pyrrolidin-2-one

Conditions
ConditionsYield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In benzene-d6 for 18h; Inert atmosphere;
2-pyrrolidinon
616-45-5

2-pyrrolidinon

ethanol
64-17-5

ethanol

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Conditions
ConditionsYield
With ammonium bromide at 250℃; for 5h; Autoclave;
deuteromethanol
1455-13-6

deuteromethanol

N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

1-ethyl-4-methyl-2-azetidinone
31366-13-9

1-ethyl-4-methyl-2-azetidinone

C

C7H14(2)HNO2
1167575-44-1

C7H14(2)HNO2

Conditions
ConditionsYield
Irradiation;
N,N-diethyl-2-diazoacetamide
6112-00-1

N,N-diethyl-2-diazoacetamide

A

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

B

1-ethyl-4-methyl-2-azetidinone
31366-13-9

1-ethyl-4-methyl-2-azetidinone

Conditions
ConditionsYield
In chloroform Irradiation;
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

(Z)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-ethylpyrrolidin-2-one

(Z)-3-(1-chloro-2,2,2-trifluoroethylidene)-1-ethylpyrrolidin-2-one

Conditions
ConditionsYield
With aluminum (III) chloride In N,N-dimethyl-formamide at 60℃; for 24h;95%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

N-ethylsuccinimide
2314-78-5

N-ethylsuccinimide

Conditions
ConditionsYield
With ruthenium(IV) oxide; sodium periodate In ethyl acetate for 15h; Ambient temperature;93%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

dimethyl sulfate
77-78-1

dimethyl sulfate

C7H14NO(1+)*CH3O4S(1-)

C7H14NO(1+)*CH3O4S(1-)

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 12h; Inert atmosphere;92%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

Tosyl isocyanate
4083-64-1

Tosyl isocyanate

(E)-N-(1-ethylpyrrolidin-2-ylidene)-4-methylbenzenesulfonamide
131657-47-1

(E)-N-(1-ethylpyrrolidin-2-ylidene)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 18h;91%
styrene
292638-84-7

styrene

1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

A

N-ethyl-3-phenethylpyrrolidin-2-one

N-ethyl-3-phenethylpyrrolidin-2-one

B

N-ethyl-3,3-diphenethylpyrrolidin-2-one

N-ethyl-3,3-diphenethylpyrrolidin-2-one

Conditions
ConditionsYield
With potassium tert-butylate at 80℃; for 2h; Sealed tube;A 86%
B 5%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

1-ethylpyrrolidine hydrochloride

1-ethylpyrrolidine hydrochloride

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane at 20℃; under 760.051 Torr; for 12h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether Inert atmosphere;
86%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

1-Ethylpyrrolidine-2-thione

1-Ethylpyrrolidine-2-thione

Conditions
ConditionsYield
With Lawessons reagent In tert-butyl methyl ether at 20℃; for 16h; Inert atmosphere;85%
With Lawessons reagent In benzene for 4h; Heating;83%
Multi-step reaction with 2 steps
1: POCl3 / CH2Cl2 / 0.5 h / -78 °C
2: hexamethyldisilathiane / CH2Cl2 / 6 h / Ambient temperature
View Scheme
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

3-pyridinecarboxylic acid ethyl ester
614-18-6

3-pyridinecarboxylic acid ethyl ester

1-ethyl-3-nicotinoyl-2-pyrrolidinone

1-ethyl-3-nicotinoyl-2-pyrrolidinone

Conditions
ConditionsYield
With sodium hydride In toluene for 48h; Heating;85%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

2-Adamantanone
700-58-3

2-Adamantanone

2-(1-ethyl-2-oxopyrrolidin-3-yl)tricyclo[3.3.1.13,7]decan-2-ol
913335-86-1

2-(1-ethyl-2-oxopyrrolidin-3-yl)tricyclo[3.3.1.13,7]decan-2-ol

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone With lithium diisopropyl amide In tetrahydrofuran; diethyl ether; hexane at -80℃; for 0.333333h;
Stage #2: 2-Adamantanone In tetrahydrofuran; diethyl ether; hexane at -80 - 20℃; Further stages.;
84%
Stage #1: 1-ethyl-2-pyrrolidinone With lithium diisopropyl amide at -70℃;
Stage #2: 2-Adamantanone In tetrahydrofuran at -80℃;
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

(E)-methyl 2-(2-methoxy-3-oxoisoindolin-1-ylidene)acetate
1333433-21-8

(E)-methyl 2-(2-methoxy-3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(3-oxoisoindolin-1-ylidene)acetate

Conditions
ConditionsYield
With air at 100℃; for 3h; Green chemistry; regioselective reaction;82%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin
67217-55-4

mono-6-deoxy-6-(p-tolylsulphonyl)-β-cyclodextrin

6I-O-(N-ethyl-4-aminobutanoyl)cyclomaltoheptaose p-toluenesulfonate

6I-O-(N-ethyl-4-aminobutanoyl)cyclomaltoheptaose p-toluenesulfonate

Conditions
ConditionsYield
at 90℃;80%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

(E)-methyl 2-(2-methoxy-4-methyl-3-oxoisoindolin-1-ylidene)acetate
1352122-79-2

(E)-methyl 2-(2-methoxy-4-methyl-3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(4-methyl-3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(4-methyl-3-oxoisoindolin-1-ylidene)acetate

Conditions
ConditionsYield
With air at 100℃; for 12h; Green chemistry; regioselective reaction;79%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

(4-bromophenyl)magnesium bromide
18620-02-5

(4-bromophenyl)magnesium bromide

5-(4-bromophenyl)-1-ethyl-2,3-dihydropyrrole
1109230-92-3

5-(4-bromophenyl)-1-ethyl-2,3-dihydropyrrole

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone; (4-bromophenyl)magnesium bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere;
Stage #2: With hydrogenchloride; water In diethyl ether pH=3 - 4; Cooling with ice;
Stage #3: With sodium hydroxide In water
78%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1-ethyl-5-phenyl-2,3-dihydropyrrole
1109230-81-0

1-ethyl-5-phenyl-2,3-dihydropyrrole

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone; phenylmagnesium bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere;
Stage #2: With hydrogenchloride; water In diethyl ether pH=3 - 4; Cooling with ice;
Stage #3: With sodium hydroxide In water
78%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

4-(ethylamino)butan-1-ol
39216-86-9

4-(ethylamino)butan-1-ol

Conditions
ConditionsYield
With ethanol; sodium In hexane at 0℃; for 0.333333h; Inert atmosphere; chemoselective reaction;78%
With ethanol; sodium In hexane; paraffin oil at 0℃; for 0.0833333h; Inert atmosphere;22%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

(4-chlorphenyl)magnesium bromide
873-77-8

(4-chlorphenyl)magnesium bromide

5-(4-chlorophenyl)-1-ethyl-2,3-dihydropyrrole
1109230-91-2

5-(4-chlorophenyl)-1-ethyl-2,3-dihydropyrrole

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone; (4-chlorphenyl)magnesium bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere;
Stage #2: With hydrogenchloride; water In diethyl ether pH=3 - 4; Cooling with ice;
Stage #3: With sodium hydroxide In water
75%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

benzonitrile
100-47-0

benzonitrile

C20H19N3

C20H19N3

Conditions
ConditionsYield
With potassium tert-butylate at 110℃; for 16h;74%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

A

N-ethylsuccinimide
2314-78-5

N-ethylsuccinimide

B

N-acetylpyrrolidinone
932-17-2

N-acetylpyrrolidinone

Conditions
ConditionsYield
With pyridine; N-hydroxyphthalimide; sodium perchlorate In acetonitrile Product distribution; Mechanism; controlled potential electrolysis, electrodes: glassy-carbon vs. SCE;A 73%
B 11%
With pyridine; N-hydroxyphthalimide; sodium perchlorate In acetonitrile controlled potential electrolysis, electrodes: glassy-carbon vs. SCE;A 73%
B 11%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

(E)-N-(1-ethylpyrrolidin-2-ylidene)-4-methylbenzenesulfonamide
131657-47-1

(E)-N-(1-ethylpyrrolidin-2-ylidene)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
With diazoacetic acid ethyl ester; zinc trifluoromethanesulfonate In cyclohexane for 12h; Reflux; stereoselective reaction;73%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

(E)-methyl 2-(2,5-dimethoxy-3-oxoisoindolin-1-ylidene)acetate
1352122-82-7

(E)-methyl 2-(2,5-dimethoxy-3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(5-methoxy-3-oxoisoindolin-1-ylidene)acetate

(E)-methyl 2-(1-ethyl-5-oxopyrrolidin-2-yl)-2-(5-methoxy-3-oxoisoindolin-1-ylidene)acetate

Conditions
ConditionsYield
With air at 100℃; for 12h; Green chemistry; regioselective reaction;72%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

4-methoxyphenyl magnesium bromide
13139-86-1

4-methoxyphenyl magnesium bromide

1-ethyl-5-(4-methoxyphenyl)-2,3-dihydropyrrole
1109230-89-8

1-ethyl-5-(4-methoxyphenyl)-2,3-dihydropyrrole

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone; 4-methoxyphenyl magnesium bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere;
Stage #2: With hydrogenchloride; water In diethyl ether pH=3 - 4; Cooling with ice;
Stage #3: With sodium hydroxide In water
71%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

4-flourophenylmagnesium bromide
352-13-6

4-flourophenylmagnesium bromide

1-ethyl-5-(4-fluorophenyl)-2,3-dihydropyrrole
1109230-90-1

1-ethyl-5-(4-fluorophenyl)-2,3-dihydropyrrole

Conditions
ConditionsYield
Stage #1: 1-ethyl-2-pyrrolidinone; 4-flourophenylmagnesium bromide In diethyl ether at 20℃; Cooling with ice; Inert atmosphere;
Stage #2: With hydrogenchloride; water pH=3 - 4; Cooling with ice;
Stage #3: With sodium hydroxide In water
70%
1-ethyl-2-pyrrolidinone
2687-91-4

1-ethyl-2-pyrrolidinone

phenanthridine
229-87-8

phenanthridine

1-ethyl-5-(phenanthridin-6′-yl)pyrrolidin-2-one

1-ethyl-5-(phenanthridin-6′-yl)pyrrolidin-2-one

Conditions
ConditionsYield
With trifluoroacetic acid; dibenzoyl peroxide In water at 35 - 40℃; for 24h; Inert atmosphere; Irradiation; regioselective reaction;70%

2687-91-4Relevant articles and documents

-

Leonard,Simon

, p. 1262,1265 (1952)

-

-

Sakurai

, p. 41 (1936)

-

Ultra-fast Cycling for Multiplexed Cellular Fluorescence Imaging

Ahmed, Maaz S.,Carlson, Jonathan C. T.,Ko, Jina,Oh, Juhyun,Weissleder, Ralph

, (2020)

Rapid analysis of single and scant cell populations is essential in modern diagnostics, yet existing methods are often limited and slow. Herein, we describe an ultra-fast, highly efficient cycling method for the analysis of single cells based on unique li

Photoredox-Catalyzed Simultaneous Olefin Hydrogenation and Alcohol Oxidation over Crystalline Porous Polymeric Carbon Nitride

Qiu, Chuntian,Sun, Yangyang,Xu, Yangsen,Zhang, Bing,Zhang, Xu,Yu, Lei,Su, Chenliang

, p. 3344 - 3350 (2021/07/26)

Booming of photocatalytic water splitting technology (PWST) opens a new avenue for the sustainable synthesis of high-value-added hydrogenated and oxidized fine chemicals, in which the design of efficient semiconductors for the in-situ and synergistic utilization of photogenerated redox centers are key roles. Herein, a porous polymeric carbon nitride (PPCN) with a crystalline backbone was constructed for visible light-induced photocatalytic hydrogen generation by photoexcited electrons, followed by in-situ utilization for olefin hydrogenation. Simultaneously, various alcohols were selectively transformed to valuable aldehydes or ketones by photoexcited holes. The porosity of PPCN provided it with a large surface area and a short transfer path for photogenerated carriers from the bulk to the surface, and the crystalline structure facilitated photogenerated charge transfer and separation, thus enhancing the overall photocatalytic performance. High reactivity and selectivity, good functionality tolerance, and broad reaction scope were achieved by this concerted photocatalysis system. The results contribute to the development of highly efficient semiconductor photocatalysts and synergistic redox reaction systems based on PWST for high-value-added fine chemical production.

N-Alkylation of N-trimethylsilyl derivatives of lactams, amides, and imides with alkyl sulfonates

Baukov, Yu. I.,Kramarova, E. P.,Negrebetsky, Vad. V.,Shagina, A. D.,Shipov, A. G.,Tarasenko, D. V.

, p. 398 - 400 (2020/04/15)

The reaction of N-trimethylsilyl derivatives of amides and imides with alkyl sulfonates on heating affords the corresponding N-alkyl derivatives and trimethylsilyl sulfonates.

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