3-Ethyl-4-methyl-3-pyrrolin-2-one supplier

Name
3-Ethyl-4-methyl-3-pyrrolin-2-one
EINECS 616-364-4
CAS No. 766-36-9
Article Data14
CAS DataBase
Density 0.977 g/cm³
Solubility Slightly soluble in water.
Melting Point 100-104 °C(lit.)
Formula C₇H₁₁NO
Boiling Point 279 °C at 760 mmHg
Molecular Weight 125.17
Flash Point 156.6 °C
Transport Information
Appearance light yellow or white crystalline powder
Safety 22-24/25
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Pyrrolin-2-one,3-ethyl-4-methyl- (6CI,7CI,8CI);3-Ethyl-1,5-dihydro-4-methyl-2H-pyrrol-2-one;3-Ethyl-4-methyl-1,5-dihydropyrrol-2-one;3-Ethyl-4-methyl-2-oxo-3-pyrroline;3-Ethyl-4-methyl-3-pyrrolin-2-one;3-Ethyl-4-methyl-3-pyrroline-2-one;
PSA 29.10000
LogP 1.17150

Synthetic route

: 184422-85-3
3-ethyl-4-methyl-5-p-toluenesulfonyl-3-pyrrolin-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol	95%
With sodium tetrahydroborate	76%

: 61892-80-6
1-acetyl-3-ethyl-4-methyl-1,5-dihydro-pyrrol-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With water; sodium carbonate Heating;	90%
With water; sodium carbonate
With hydrogenchloride; methanol

: 1-benzyl-3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In toluene at 150℃; for 0.75h; Temperature; Time; Microwave irradiation; Sealed tube;	86%

: 3-ethyl-1-(4-methoxybenzyl)-4-methyl-1,5-dihydro-2H-pyrrol-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With methoxybenzene; trifluoroacetic acid at 80℃; for 3h;	81%
With ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 2h;	80%

: 4-acetylamino-2-ethyl-3-hydroxy-3-methyl-butyric acid ethyl ester

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 32h; Heating;	75.7%

: C12H19NO3

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water; ethyl acetate at 0 - 35℃; for 2h;	75%

: 32928-30-6
3-ethyl-2-formyl-4-methylpyrrole

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With dihydrogen peroxide; sodium hydrogencarbonate In methanol at 20℃;	67%

: 408338-28-3
3-ethyl-2-methoxy-4-methyl-pyrrole

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With hydrogenchloride; methanol

: 408338-52-3
4-ethyl-5-bromo-3-methyl-pyrrole-2-carboxylic acid

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With hydrogenchloride; water
Multi-step reaction with 2 steps 1: aqueous hydrochloric acid 2: hydrogen chloride; methanol View Scheme

: 32928-30-6
3-ethyl-2-formyl-4-methylpyrrole

A: 766-45-0
4-ethyl-3-methyl-1H-pyrrol-2(5H)-one

B: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With pyridine; dihydrogen peroxide at 50 - 60℃;

: 247098-17-5
ethyl-α-ethylacetoacetate cyanohydrin

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
With hydrogen; acetic anhydride; sodium carbonate; T-1 Raney Nickel 1.) EtOH, 33 deg C, 50 psi, 12 h, 2.) reflux, 4 h; Yield given. Multistep reaction;
Multi-step reaction with 2 steps 1: 84 percent / H2 / Raney Ni / 20 °C / 2585.74 Torr 2: 75.7 percent / KOH / methanol / 32 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 15 percent / H2; Ac2O / Ra-Ni / 40 °C / 3800 Torr 2: 90 percent / Na2CO3; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1: Raney nickel; acetic acid / 100 °C / 80905.8 - 95616 Torr / Hydrogenation.Erhitzen de Reaktionsprodukts mit Acetanhydrid 2: methanol; hydrochloric acid View Scheme

: Acetic acid 1-acetyl-4-ethyl-3-methyl-5-oxo-pyrrolidin-3-yl ester

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

: 110-86-1
pyridine

: 32928-30-6
3-ethyl-2-formyl-4-methylpyrrole

: 7732-18-5
water

: 7722-84-1
dihydrogen peroxide

A: 766-45-0
4-ethyl-3-methyl-1H-pyrrol-2(5H)-one

B: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
at 50 - 60℃;

...Expand

: 910032-52-9
3-ethyl-N-methoxy-N-methyl-4-methylpyrrole-2-carboxamide

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 65 percent / LiAlH4 / tetrahydrofuran / 0 °C 2: 67 percent / NaHCO3; aq. H2O2 / methanol / 20 °C View Scheme

: 607-97-6
ethyl 2-ethyl-3-oxobutanoate

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 80 percent / dimethylformamide / 0 - 5 °C 2: 15 percent / H2; Ac2O / Ra-Ni / 40 °C / 3800 Torr 3: 90 percent / Na2CO3; H2O / Heating View Scheme
Multi-step reaction with 2 steps 1: 1.) NaHSO3 / 2.) from 0 deg C to RT, 3 h 2: 1.) H2, Ac2O, 2.) aq. Na2CO3 / 1.) T-1 Raney nickel / 1.) EtOH, 33 deg C, 50 psi, 12 h, 2.) reflux, 4 h View Scheme

: 89896-01-5
3-nitropentan-2-ol acetate

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 53 percent / guanidine / propan-2-ol; tetrahydrofuran / 1 h 2: 97 percent / Br2 / CH2Cl2 / 1 h / 0 °C 3: 81 percent / aq. TFA 4: 95 percent / NaBH4 / ethanol View Scheme

: 171111-15-2
4-ethyl-3-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 97 percent / Br2 / CH2Cl2 / 1 h / 0 °C 2: 81 percent / aq. TFA 3: 95 percent / NaBH4 / ethanol View Scheme
Multi-step reaction with 3 steps 1: phenyltrimethylammonium tribromide / dichloromethane 2: trifluoroacetic acid / water 3: sodium tetrahydroborate View Scheme

: 226223-25-2
2-bromo-3-ethyl-4-methyl-5-p-toluenesulfonyl-pyrrole

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 81 percent / aq. TFA 2: 95 percent / NaBH4 / ethanol View Scheme
Multi-step reaction with 2 steps 1: trifluoroacetic acid / water 2: sodium tetrahydroborate View Scheme

: 23466-29-7
4-ethyl-3-methyl-pyrrole-2-carboxylic acid

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetic acid; bromine 2: aqueous hydrochloric acid 3: hydrogen chloride; methanol View Scheme
Multi-step reaction with 2 steps 1: acetic acid; bromine 2: hydrochloric acid; water View Scheme

: 1-(4-methoxybenzyl)-4-methyl-1,5-dihydro-2H-pyrrol-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 1.2: 0 - 20 °C 2.1: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 1.2: 3 h / 0 °C 2.1: trifluoroacetic acid; methoxybenzene / 3 h / 80 °C View Scheme

: N-(4-methoxybenzyl)-N-(2-methylallyl)acrylamide

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV)isopropoxide / toluene / 12 h / 80 °C / Inert atmosphere 2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 2.2: 0 - 20 °C 3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C View Scheme

: ethyl 3-(allyl(4-methoxybenzyl)amino)-3-oxopropanoate

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: copper dichloride; palladium dichloride / N,N-dimethyl-formamide; water / 8 h / 95 °C 2.1: sodium chloride / water; dimethyl sulfoxide / 12 h / 120 - 130 °C 3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 3.2: 0 - 20 °C 4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C View Scheme

: ethyl 1-(4-methoxybenzyl)-4-methyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxylate

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium chloride / water; dimethyl sulfoxide / 12 h / 120 - 130 °C 2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 2.2: 0 - 20 °C 3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C View Scheme

: 40834-42-2
5-hydroxy-4-methyl-5H-furan-2-one

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: isopropyl alcohol / 1 h / 40 °C 1.2: 1.5 h / 0 - 25 °C 1.3: 16 h / 50 °C / pH 7-8 2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 2.2: 3 h / 0 °C 3.1: trifluoroacetic acid; methoxybenzene / 3 h / 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: isopropyl alcohol / 1 h / 40 °C 1.2: 1.5 h / 0 - 25 °C 1.3: 16 h / 50 °C / pH 7-8 2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 2.2: 3 h / 0 °C 3.1: trifluorormethanesulfonic acid / toluene / 0.75 h / 150 °C / Microwave irradiation; Sealed tube View Scheme

: N-(2,2-dimethoxypropyl)butanamide

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 4 h / 15 - 35 °C 2: dmap / dichloromethane / 10 h / 0 - 30 °C 3: sodium hydroxide / dimethyl sulfoxide / 0.5 h / 15 - 35 °C 4: hydrogenchloride / water; ethyl acetate; 1,4-dioxane / 2 h / 0 - 35 °C View Scheme

: N-acetonyl-4-butanoylamine

: 766-36-9
3-ethyl-4-methyl-3-pyrrolin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: dmap / dichloromethane / 10 h / 0 - 30 °C 2: sodium hydroxide / dimethyl sulfoxide / 0.5 h / 15 - 35 °C 3: hydrogenchloride / water; ethyl acetate; 1,4-dioxane / 2 h / 0 - 35 °C View Scheme

3-Ethyl-4-methyl-3-pyrrolin-2-one Specification

The 3-Ethyl-4-methyl-3-pyrrolin-2-one, with the CAS registry number 766-36-9, has the systematic name of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one. It is a kind of light yellow or white crystalline powder, and belongs to the following product categories: Pharmacetical; (Intermediate of glimepiride); Building Blocks; Heterocyclic Building Blocks; Pyrrolines. And it is usually used as Glimepiride intermediate. What's more, while dealing with this chemical, you should not breathe dust and then try to avoid contacting with skin and eyes. The molecular formula of this chemical is C₇H₁₁NO.

Physical properties of 3-Ethyl-4-methyl-3-pyrrolin-2-one are: (1)ACD/LogP: 0.345; (2)ACD/LogD (pH 5.5): 0.35; (3)ACD/LogD (pH 7.4): 0.35; (4)ACD/BCF (pH 5.5): 1.08; (5)ACD/BCF (pH 7.4): 1.08; (6)ACD/KOC (pH 5.5): 36.70; (7)ACD/KOC (pH 7.4): 36.70; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.467; (12)Molar Refractivity: 35.556 cm³; (13)Molar Volume: 128.089 cm³; (14)Polarizability: 14.095 10-24cm³; (15)Surface Tension: 27.8759994506836 dyne/cm; (16)Density: 0.977 g/cm³; (17)Flash Point: 156.579 °C; (18)Enthalpy of Vaporization: 51.761 kJ/mol; (19)Boiling Point: 278.957 °C at 760 mmHg; (20)Vapour Pressure: 0.00400000018998981 mmHg at 25°C

Uses of 3-Ethyl-4-methyl-3-pyrrolin-2-one: It can react with 3,4-diethyl-5-formyl-pyrrole-2-carboxylic acid ethyl ester to produce 3,4-diethyl-5-(4-ethyl-3-methyl-5-oxo-1,5-dihydro-pyrrol-2-ylidenemethyl)-1H-pyrrole-2-carboxylic acid. This reaction will need reagent aq. KOH, and the menstruum methanol. The reaction time is 1 hour with heating, and the yield is about 78%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1/C(=C(/C)CN1)CC
(2)InChI: InChI=1/C7H11NO/c1-3-6-5(2)4-8-7(6)9/h3-4H2,1-2H3,(H,8,9)
(3)InChIKey: YCTNTSVMJWIYTQ-UHFFFAOYAD

Product Name

3-Ethyl-4-methyl-3-pyrrolin-2-one

Synthetic route

3-Ethyl-4-methyl-3-pyrrolin-2-one Specification

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