Conditions | Yield |
---|---|
With potassium hydroxide In ethylene glycol at 160℃; for 4h; Schlenk technique; Inert atmosphere; | 92% |
With potassium hydroxide In ethylene glycol at 160℃; for 4h; Inert atmosphere; Schlenk technique; | 92% |
With potassium hydroxide In ethylene glycol at 160℃; | 92% |
Conditions | Yield |
---|---|
With ethylene glycol; potassium hydroxide; hydrazinium sulfate for 1h; Reflux; without air access; | 75% |
With phosphoric acid | |
With ethylene glycol; potassium hydroxide |
1-(1,2,5-trimethyl-1H-pyrrol-3-yl)-ethanone
A
2,4-dimethyl-1H-pyrrole
B
1,2,5-trimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With ethylene glycol; toluene-4-sulfonic acid In benzene for 0.25h; Heating; | A 68% B 68% |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With hydrogenchloride In tetrachloromethane for 0.166667h; | 65% |
3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole
acetic acid tert-butyl ester
A
2,4-dimethyl-1H-pyrrole
B
ethyl 4-tert-butyl-3,5-dimethyl-1H-pyrrole-2-carboxylate
Conditions | Yield |
---|---|
With sulfuric acid In nitromethane at 75℃; for 4h; | A n/a B 49% |
2,4-dimethyl-3-acetylpyrrole
A
2,4-dimethyl-1H-pyrrole
B
ethylene glycol monoformate
Conditions | Yield |
---|---|
With ethylene glycol; toluene-4-sulfonic acid In benzene for 0.25h; Heating; | A 40% B n/a |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With ammonia; sodium In tetrahydrofuran under 6000.5 - 7500.6 Torr; for 3h; Ambient temperature; | 32% |
Conditions | Yield |
---|---|
With ammonia Gegenwart von aktiviertem Aluminiumoxid; |
Conditions | Yield |
---|---|
With ethanol; ammonia |
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
With sodium methylate at 200℃; im Rohr; |
Conditions | Yield |
---|---|
With glycerol | |
In water at 160℃; for 8h; | 29 g |
NSC 15758
A
2,4-dimethyl-1H-pyrrole
B
methylammonium carbonate
Conditions | Yield |
---|---|
at 260℃; |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
at 220℃; |
<3,3',5,5'-tetrakis(ethoxycarbonyl)-4,4'-dimethyl-2,2'-dipyrryl>methane
A
3-methylpyrrole
B
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With sodium hydroxide Erhitzen der eingeengten Reaktionsloesung mit 50%ig. wss. Kalilauge in einem Kupfer-Gefaess; |
Conditions | Yield |
---|---|
With sodium hydroxide |
4-isopropylidene-3-methylisoxazol-5(4H)-one
A
2,4-dimethyl-1H-pyrrole
B
2,5-Dimethylpyrrole
Conditions | Yield |
---|---|
at 550 - 700℃; under 0.0005 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
1-tert-butyl-3,5-dimethyl-2-oxo-2-phenyl-1,2-dihydro-1,2-azaphosphinine
A
2,4-dimethyl-1H-pyrrole
B
tertiary butyl chloride
Conditions | Yield |
---|---|
at 600℃; under 0.02 Torr; |
γ-phylloporphyrin-XV
A
2,3-dimethyl-1H-pyrrole
B
2,4-dimethyl-1H-pyrrole
C
2,4-dimethyl-3-ethyl-pyrrole
D
4-ethyl-2,3-dimethyl-1H-pyrrole
E
3-(4,5-dimethyl-pyrrol-3-yl)-propionic acid methyl ester
F
methyl 2,4-dimethyl-3-pyrrolepropionate
Conditions | Yield |
---|---|
With hydrogen iodide Product distribution; structural analysis by degradative techniques; |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With n-butanethiol In tetrachloromethane at 25℃; Rate constant; |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
bei der Destillation; |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With hydrogen iodide; acetic acid |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
bei der Destillation; | |
With sulfuric acid |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
bei der Destillation; | |
With sulfuric acid |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; 2,6-dimethyl-4-hydroxybenzaldehyde With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; | 100% |
2,4-dimethyl-1H-pyrrole
2-pyrrole aldehyde
boron trifluoride diethyl etherate
5,5-difluoro-1,3-dimethyl-5H-4λ4,5λ,4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; 2-pyrrole aldehyde With trichlorophosphate In dichloromethane at -5 - 20℃; for 6h; Inert atmosphere; Stage #2: boron trifluoride diethyl etherate With N-ethyl-N,N-diisopropylamine In dichloromethane Inert atmosphere; | 99% |
Stage #1: 2,4-dimethyl-1H-pyrrole; 2-pyrrole aldehyde With trichlorophosphate In dichloromethane at 0 - 20℃; for 2h; Stage #2: boron trifluoride diethyl etherate With triethylamine In dichloromethane at 20℃; for 1h; | 36.1% |
With N-ethyl-N,N-diisopropylamine; trichlorophosphate In dichloromethane (N2) to soln. pyrrole 2-carboxyaldehyde in CH2Cl2 at -5°C, 2,4-dimethylpyrrole was added, stirred for 3 min, POCl3 was dropwise added, stirred at -5°C for 3 h and at room temp. 3 h, i-Pr2NEt and BF3*Et2O were added, stirred for 3 h; react. mixt. was washed with H2O, dried over Na2SO4, evapd., residue waschromd. on silica (hexane/EtOAc, 5:1); | 32.8% |
2,4-dimethyl-1H-pyrrole
orthoformic acid triethyl ester
tris[3,5-dimethylpyrrol-2-yl]methane
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In neat liquid at 20℃; for 1h; Friedel-Crafts Alkylation; | 99% |
Conditions | Yield |
---|---|
With hydrotris(3,4,5-tribromo)pyrazolylborate Cu(NCMe) In 1,2-dichloro-ethane at 60℃; for 4h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Schlenk technique; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; perfluorobenzaldehyde With trifluoroacetic acid In dichloromethane at 20℃; for 2h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane for 0.0833333h; Inert atmosphere; | 98% |
With trifluoroacetic acid In dichloromethane Inert atmosphere; | |
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 48h; Inert atmosphere; | |
With trifluoroacetic acid In dichloromethane at 20℃; Inert atmosphere; |
2,4-dimethyl-1H-pyrrole
1-(N-methoxycarbonyl)indole-2-boronic acid
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; 1-(N-methoxycarbonyl)indole-2-boronic acid With hydrogenchloride In methanol at 16 - 20℃; Stage #2: In N,N-dimethyl-formamide for 0.333333h; | 98% |
2,4-dimethyl-1H-pyrrole
O,O-diethyl α-iminotrifluoroethylphosphonate
diethyl 1-amino-1-(3,5-dimethylpyrrol-2-yl)-2,2,2-trifluoroethylphosphonate
Conditions | Yield |
---|---|
at 20℃; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
Stage #1: C18H16N2O2 With C80H49NO6P2; hydroxypropyl-β-cyclodextrin In tetrahydrofuran at 55℃; for 0.166667h; Friedel-Crafts Alkylation; Stage #2: 2,4-dimethyl-1H-pyrrole In tetrahydrofuran at 55℃; for 12h; Friedel-Crafts Alkylation; enantioselective reaction; | 98% |
Conditions | Yield |
---|---|
With bis(norbornadiene)rhodium(l)tetrafluoroborate In 1,2-dichloro-ethane at 25℃; for 0.25h; enantioselective reaction; | 98% |
2,4-dimethyl-1H-pyrrole
4-fluoro-3-nitrobenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; 4-fluoro-3-nitrobenzaldehyde With trifluoroacetic acid In dichloromethane at 20℃; for 2.5h; Inert atmosphere; Stage #2: With triethylamine In dichloromethane for 0.0833333h; Inert atmosphere; | 98% |
2,4-dimethyl-1H-pyrrole
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); C34H23P; potassium carbonate In toluene; acetonitrile at -20℃; for 38h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 97% |
2,4-dimethyl-1H-pyrrole
Conditions | Yield |
---|---|
With sodium hydroxide at 80℃; for 10h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole In 1,2-dimethoxyethane; toluene at 20℃; for 0.5h; Stage #2: (Z)-β-bromostyrene With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In 1,2-dimethoxyethane; toluene at 100℃; for 10h; Further stages.; | 96% |
Conditions | Yield |
---|---|
at 20℃; regioselective reaction; | 96% |
Conditions | Yield |
---|---|
In toluene at 20℃; for 0.5h; Inert atmosphere; | 96% |
2,4-dimethyl-1H-pyrrole
3,5-dimethylpyrrole-2-carbaldehyde
boron trifluoride diethyl etherate
4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; 3,5-dimethylpyrrole-2-carbaldehyde With trichlorophosphate In dichloromethane Stage #2: With N-ethyl-N,N-diisopropylamine In toluene Stage #3: boron trifluoride diethyl etherate | 96% |
2,4-dimethyl-1H-pyrrole
ethyl-3,3,3-trifluoropyruvate
Conditions | Yield |
---|---|
With K-10 montmorillonite In toluene at 60℃; for 0.0833333h; Friedel-Crafts hydroxyalkylation; | 95% |
2,4-dimethyl-1H-pyrrole
N,N-dimethyl-formamide
3,5-dimethylpyrrole-2-carbaldehyde
Conditions | Yield |
---|---|
With trichlorophosphate In dichloromethane for 2h; Reflux; | 95% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 20℃; Inert atmosphere; Stage #2: 2,4-dimethyl-1H-pyrrole In 1,2-dichloro-ethane at 0℃; for 0.833333h; Reflux; Stage #3: With water; sodium acetate In 1,2-dichloro-ethane for 0.5h; Reflux; | 89% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 20℃; Inert atmosphere; Stage #2: 2,4-dimethyl-1H-pyrrole at 0 - 40℃; Inert atmosphere; | 82% |
2,4-dimethyl-1H-pyrrole
5-chloro-1-methylindoline-2, 3-dione
5-chloro-1-methyl-3,3-di-(3,5-dimethyl-1H-pyrrol-2-yl)-indolin-2-one
Conditions | Yield |
---|---|
With C28H19F9InN3O11S3 In acetonitrile at -22 - 20℃; Molecular sieve; Inert atmosphere; | 95% |
With zinc trifluoromethanesulfonate In acetonitrile at 20℃; for 0.0833333h; | 91% |
2,4-dimethyl-1H-pyrrole
rac-(E)-1,3-bis(4-methylphenyl)-2-propen-1-yl acetate
Conditions | Yield |
---|---|
With bis(η3-allyl-μ-chloropalladium(II)); C34H23P; potassium carbonate In toluene; acetonitrile at -20℃; for 38h; Inert atmosphere; optical yield given as %ee; enantioselective reaction; | 95% |
2,4-dimethyl-1H-pyrrole
3,4,5-trimethyl-1H-pyrrole-2-carbaldehyde
Conditions | Yield |
---|---|
With hydrogen bromide In methanol; water at 20℃; for 0.5h; | 95% |
2,4-dimethyl-1H-pyrrole
diethyl (bromodifluoromethyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole With water; iodine; thiourea; potassium iodide In 1,4-dioxane at 20℃; Stage #2: With sodium hydroxide In 1,4-dioxane at 50℃; for 1h; Stage #3: diethyl (bromodifluoromethyl)phosphonate In 1,4-dioxane at 20℃; for 4h; | 94% |
2,4-dimethyl-1H-pyrrole
mesytaldehyde
trifluoroborane diethyl ether
5,5-difluoro-10-mesityl-1,3,7,9-tetramethyl-5H-4λ4,5λ4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine
Conditions | Yield |
---|---|
With N(CH2CH3)3; 2,3-dichloro-5,6-dicyanobenzoquinone; CF3COOH In dichloromethane addn. of CF3COOH to pyrrole deriv. and benzaldehyde deriv. in CH2Cl2 at room temp., stirring for 1 h, addn. of quinone deriv. at 0°C, stirring for 10 min and for 1 h at room temp., addn. of amine deriv. and then of boron compd., stirring for 2 h; washing with aq. satd. soln. of Na2CO3, drying over Na2SO4, evapn., chromy. (silica, n-pentane/CH2Cl2 (5:1), then n-pentane/CH2Cl2 (2:1), then CH2Cl2), evapn., NMR and MS; | 93% |
2,4-dimethyl-1H-pyrrole
tert-butyl 2-(5-formyl-4-methoxy-1H-pyrrol-2-yl)-1H-indole-1-carboxylate
Conditions | Yield |
---|---|
With hydrogenchloride In methanol Inert atmosphere; | 93% |
2,4-dimethyl-1H-pyrrole
di-tert-butyl dicarbonate
tert-butyl 2,4-dimethyl-1H-pyrrole-1-carboxylate
Conditions | Yield |
---|---|
With dmap In acetonitrile at 25℃; for 16h; | 92% |
With dmap In acetonitrile at 20℃; for 1h; | 92% |
With dmap In acetonitrile at 25℃; for 24h; | 55% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.333333h; | 92% |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole; hexyl 4-formylbenzoate With trifluoroacetic acid In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Darkness; Stage #2: With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane for 0.25h; Inert atmosphere; Stage #3: boron trifluoride diethyl etherate Further stages; | 92% |
2,4-dimethyl-1H-pyrrole
3,5-dimethylpyrrole-2-carbaldehyde
3,5,3',5'-tetramethyl-1H,2'H-2,2'-methanylylidene-bis-pyrrole
Conditions | Yield |
---|---|
With trichlorophosphate In hexane; dichloromethane at 0℃; for 0.25h; Schlenk technique; Inert atmosphere; | 91% |
With ethanol; hydrogen bromide |
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-1H-pyrrole With n-butyllithium In 1,2-dimethoxyethane; toluene at 20℃; for 0.5h; Stage #2: [(E)-2-bromoethenyl]benzene With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In 1,2-dimethoxyethane; toluene at 70℃; for 9h; Further stages.; | 91% |
The 1H-Pyrrole,2,4-dimethyl-, with the CAS registry number 625-82-1, is also known as 2,4-Dimethylpyrrole. It belongs to the product categories of Pharmaceutial Intermediates; Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Building Blocks; Heterocyclic Building Blocks; Pyrroles. Its EINECS registry number is 210-912-2. This chemical's molecular formula is C6H9N and molecular weight is 95.14236. Its IUPAC name is called 2,4-dimethyl-1H-pyrrole. The product should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides.
Physical properties of 1H-Pyrrole,2,4-dimethyl-: (1)ACD/LogP: 1.67; (2)ACD/LogD (pH 5.5): 1.67; (3)ACD/LogD (pH 7.4): 1.67; (4)ACD/BCF (pH 5.5): 10.95; (5)ACD/BCF (pH 7.4): 10.95; (6)ACD/KOC (pH 5.5): 192.97; (7)ACD/KOC (pH 7.4): 193; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)Index of Refraction: 1.516; (11)Molar Refractivity: 30.33 cm3; (12)Molar Volume: 100.3 cm3; (13)Surface Tension: 33.9 dyne/cm; (14)Density: 0.948 g/cm3; (15)Flash Point: 56.6 °C; (16)Enthalpy of Vaporization: 39.07 kJ/mol; (17)Boiling Point: 171 °C at 760 mmHg; (18)Vapour Pressure: 1.9 mmHg at 25°C.
Uses of 1H-Pyrrole,2,4-dimethyl-: it can be used to produce 1-(diethoxyphosphino)-2,4-dimethylpyrrole at temperature of -10 °C. This reaction will need reagent (C2H5)3N and solvent diethyl ether with reaction time of 1 hour. The yield is about 45%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC(=CN1)C
(2)InChI: InChI=1S/C6H9N/c1-5-3-6(2)7-4-5/h3-4,7H,1-2H3
(3)InChIKey: MFFMQGGZCLEMCI-UHFFFAOYSA-N
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