Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 19h; | 94% |
Conditions | Yield |
---|---|
Stage #1: methyl iodide With magnesium In tetrahydrofuran at 10 - 30℃; for 2h; Inert atmosphere; Stage #2: 2-(methanesulfonyl)thiazole In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 80℃; for 24h; | 84% |
Conditions | Yield |
---|---|
With sulfur at 100 - 110℃; |
2-methyl-2,5-dihydro-thiazole
2-methylthiazole
Conditions | Yield |
---|---|
With ethanol; iron(III) chloride |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With acetic anhydride; benzene |
Conditions | Yield |
---|---|
(i) nBuLi, Et2O, (ii) /BRN= 635994/; Multistep reaction; |
2-methylthiazole
Conditions | Yield |
---|---|
With hydrogenchloride (electrolysis); |
Conditions | Yield |
---|---|
In ethanol Ambient temperature; Irradiation; | |
In ethanol Mechanism; Ambient temperature; Irradiation; other substrates, other solvents; |
2-methylthiazole
Conditions | Yield |
---|---|
In dimethyl sulfoxide pH=7.4; Quantum yield; Solvent; Irradiation; |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 100% |
Conditions | Yield |
---|---|
Stage #1: 2-methylthiazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78℃; for 1h; | 99.2% |
2-methylthiazole
1-Bromonaphthalene
2-methyl-5-(naphthalen-1-yl)thiazole
Conditions | Yield |
---|---|
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction; | 98% |
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 90% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 62% |
Conditions | Yield |
---|---|
With C68H64Cl3N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Reagent/catalyst; regioselective reaction; | 94% |
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 80% |
2-methylthiazole
ethyl acrylate
(E)-ethyl 3-(2-methylthiazol-5-yl)acrylate
Conditions | Yield |
---|---|
Stage #1: 2-methylthiazole With C37H24F2N6O2Pd In dichloromethane at 20℃; for 0.333333h; Stage #2: ethyl acrylate With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; N-acetylglycine In dichloromethane at 80℃; for 30h; Sealed tube; | 92% |
2-methylthiazole
benzoyl chloride
benzoic acid 1-phenyl-2-thiazol-2-ylvinyl ester
Conditions | Yield |
---|---|
With triethylamine In acetonitrile for 7h; Inert atmosphere; Reflux; | 89% |
With triethylamine In acetonitrile at 20℃; for 7h; Inert atmosphere; Reflux; | 88.8% |
With triethylamine In acetonitrile at 20℃; Inert atmosphere; Reflux; | 76% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 88% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 70% |
methyl cyclohex-1-ene-1-carboxylate
2-methylthiazole
Conditions | Yield |
---|---|
Stage #1: 2-methylthiazole With C37H24F2N6O2Pd In dichloromethane at 20℃; for 0.333333h; Stage #2: methyl cyclohex-1-ene-1-carboxylate With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; N-acetylglycine In dichloromethane at 80℃; for 30h; Sealed tube; | 88% |
2-methoxy-5-bromopyridine
2-methylthiazole
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 88% |
2-methylthiazole
tributyltin chloride
2-methyl-5-(tributylstannyl)thiazole
Conditions | Yield |
---|---|
Stage #1: 2-methylthiazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃; for 2h; | 85% |
Stage #1: 2-methylthiazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: tributyltin chloride In tetrahydrofuran; hexane at -78 - 20℃; for 2h; | 85% |
Stage #1: 2-methylthiazole With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Stage #2: tributyltin chloride In tetrahydrofuran at -78 - 20℃; Stage #3: With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; | 72% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 83% |
2-methylthiazole
mesitylenesulfonylhydroxylamine
3-amino-2-methyl-thiazolium; 2,4,6-trimethyl-benzenesulfonate
Conditions | Yield |
---|---|
In ethyl acetate; toluene for 2h; Cooling with ice; | 81% |
In dichloromethane for 0.166667h; Ambient temperature; | 62% |
2-methylthiazole
acrylic acid n-butyl ester
(E)-butyl 3-(2-methylthiazol-5-yl)acrylate
Conditions | Yield |
---|---|
With silver(I) acetate; palladium diacetate; propionic acid at 120℃; for 8h; Inert atmosphere; | 80% |
With 5-Nitro-1,10-phenanthroline; copper diacetate; palladium diacetate; caesium carbonate; dimethyl sulfoxide In tert-Amyl alcohol at 100℃; for 12h; Inert atmosphere; regioselective reaction; | 46% |
2-methylthiazole
methyl 2-(4-bromo-2-chlorophenyl)acetate
methyl 2-(2-chloro-4-(2-methylthiazol-5-yl)phenyl)acetate
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium acetate at 100℃; for 15h; Inert atmosphere; | 80% |
With tetrakis(triphenylphosphine) palladium(0); potassium acetate In 1,2-dimethoxyethane at 100℃; for 15h; Inert atmosphere; | 80% |
2-methylthiazole
2-Dibromomethylthiazole
Conditions | Yield |
---|---|
With N-Bromosuccinimide In tetrachloromethane for 1.75h; Heating; Irradiation; | 79% |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 80℃; for 16h; |
bromochlorobenzene
2-methylthiazole
5-(4-chlorophenyl)-2-methylthiazole
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 79% |
2-methylthiazole
p-trifluoromethylphenyl bromide
2-methyl-5-(4-(trifluoromethyl)phenyl)thiazole
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 78% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 69% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; B-(trifluoromethanesulfonyloxy)-9-borabicyclo[3.3.1]nonane In dichloromethane for 17h; Ambient temperature; | 77% |
With diisopropylamine; 9-BBN triflate 1.) -78 deg C, 2.) RT, 17 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
In xylene at 90℃; for 0.5h; | 76% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; tricyclohexylphosphine; Trimethylacetic acid In N,N-dimethyl acetamide; toluene at 100℃; for 24h; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 75% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 74% |
Conditions | Yield |
---|---|
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 73% |
Conditions | Yield |
---|---|
With 3,5-Lutidine; chlorohydrido(2,6-bis(di-tert-butylphosphinito)phen-1-yl)iridium(III); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; cyclopentene at 130℃; for 20h; Schlenk technique; Inert atmosphere; regioselective reaction; | 73% |
With 3,5-Lutidine; norborn-2-ene; dodecacarbonyltetrairidium In neat (no solvent) at 160℃; for 40h; Schlenk technique; Inert atmosphere; regioselective reaction; | 53% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 73% |
Conditions | Yield |
---|---|
In acetonitrile for 5h; Reflux; | 71% |
Conditions | Yield |
---|---|
for 16h; Reflux; | 70% |
Molecular Structure of 2-Methylthiazole (CAS NO.3581-87-1):
IUPAC Name: 2-Methyl-1,3-thiazole
Molecular Formula:C4H5NS
Molecular Weight:99.154200 g/mol
XLogP3-AA: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 1
Index of Refraction: 1.535
Molar Refractivity: 27.55 cm3
Molar Volume: 88.4 cm3
Surface Tension: 39.9 dyne/cm
Melting Point:-24 °C
Density:1.121 g/cm3
Flash Point:28.9 °C
Enthalpy of Vaporization:35.11 kJ/mol
Boiling Point:128.5 °C at 760 mmHg
Vapour Pressure:12.9 mmHg at 25 °C
Water Solubility:5689 mg/L at 25 °C
SMILES: n1ccsc1C
InChI: InChI=1/C4H5NS/c1-4-5-2-3-6-4/h2-3H,1H3
InChIKey: VZWOXDYRBDIHMA-UHFFFAOYAX
EINECS: 222-702-8
Product Categories: Heterocyclic Compounds; Thiazoles
2-Methylthiazole (CAS NO.3581-87-1) is used as a food flavor.
Safety Information of 2-Methylthiazole (CAS NO.3581-87-1):
Risk Statements:10-22
10:Flammable
22:Harmful if swallowed
Safety Statements:23-26-36/37/39
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
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
RIDADR:1993
2-Methylthiazole (CAS NO.3581-87-1), its Synonyms are : Thiazole, 2-methyl- ; 2-Methoxy thiazole .
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