4-methylthiazole-5-carboxylic acid
4-Methylthiazole
Conditions | Yield |
---|---|
With acetic acid In N,N-dimethyl-formamide at 105 - 110℃; for 8h; Reagent/catalyst; Temperature; Green chemistry; | 95% |
With acetic acid; silver carbonate In dimethyl sulfoxide at 120℃; for 16h; | 100 %Spectr. |
Conditions | Yield |
---|---|
With hydrogenchloride; dihydrogen peroxide In water at 45℃; for 1.5h; Temperature; | 78% |
With hydrogenchloride; dihydrogen peroxide |
Conditions | Yield |
---|---|
Stage #1: 4-methylthiazol-2-ylamine With sulfuric acid; sodium nitrite In water at -15 - -10℃; for 4h; Stage #2: With sodium hypophosphite In water at -10 - -5℃; for 6h; Temperature; | 72% |
methyl-1 ethylideneamine
4-Methylthiazole
Conditions | Yield |
---|---|
With sulfur dioxide; soda-lime; zirconium(IV) oxide at 450℃; | 70% |
4-methyl-3-thiazoline
4-Methylthiazole
Conditions | Yield |
---|---|
With ethanol; iron(III) chloride |
4-methyl-2(3H)-thiazolone
4-Methylthiazole
Conditions | Yield |
---|---|
With zinc bei der Destillation; | |
bei der Zinkstaub-Destillation; |
Conditions | Yield |
---|---|
With dihydrogen peroxide |
4-methyl-1,3-thiazole-2-carboxylic acid
4-Methylthiazole
2-chloro-4-methyl-1,3-thiazole
4-Methylthiazole
Conditions | Yield |
---|---|
With acetic acid; zinc |
2-hydrazinyl-4-methylthiazole hydrochloride
4-Methylthiazole
Conditions | Yield |
---|---|
With water; mercury(II) oxide | |
With hydrogenchloride; dihydrogen peroxide |
Conditions | Yield |
---|---|
With tetraphosphorus decasulfide In benzene | |
With tetraphosphorus decasulfide |
Conditions | Yield |
---|---|
With 1,4-dioxane; tetraphosphorus decasulfide |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With sodium hydrogensulfide; ethanol Erwaermen des Reaktionsprodukts mit Formamid und NaOH; |
methyl-4 thiazole-I2
4-Methylthiazole
Conditions | Yield |
---|---|
In tetrachloromethane at 24.9℃; Equilibrium constant; investigated in different solvents by electronic absorption spectra; |
Conditions | Yield |
---|---|
In ethanol Ambient temperature; Irradiation; | |
With TEA In methanol for 0.5h; Irradiation; | 32 % Chromat. |
4-Methylthiazole
Conditions | Yield |
---|---|
bei der Zinkstaub-Destillation; |
4-Methylthiazole
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
at 140℃; |
formamide
toluene
1-bromoacetone
4-Methylthiazole
Conditions | Yield |
---|---|
With sodium hydroxide |
trichloro(4-methylthiazole)gold(III)
A
4-Methylthiazole
lithium tetrachloroaurate
Conditions | Yield |
---|---|
In methanol; dichloromethane; water Kinetics; addn. of Au-complex in dichloromethane to LiCl+HClO4 in methanol:water (95:5 v/v) at 25 °C; detected by UV; |
Conditions | Yield |
---|---|
In methanol; dichloromethane; water Kinetics; addn. of Au-complex in dichloromethane to LiCl+HClO4 in methanol:water (95:5 v/v) at 25 °C; detected by UV; |
A
4-Methylthiazole
[Pt(2,2':6',2''-terpyridine)Cl]ClO4
Conditions | Yield |
---|---|
With methanesulfonic acid In methanol; N,N-dimethyl-formamide Kinetics; Pt-complex in DMF added to a methanolic soln. of chloride ion at 25°C in a thermostated cell in a spectrophotometer; |
Conditions | Yield |
---|---|
With silica gel at 20 - 750℃; Kinetics; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 90℃; for 48h; | 100% |
In methanol; ethyl acetate at 20℃; for 36h; | 61% |
4-Methylthiazole
2-chloro-1-(4-morpholino)propan-1-one
2-chloro-1-(4-methylthiazol-2-yl)propan-1-one
Conditions | Yield |
---|---|
Stage #1: 4-Methylthiazole With n-butyllithium In diethyl ether; n-heptane; toluene at -78℃; for 0.5h; Stage #2: 2-chloro-1-(4-morpholino)propan-1-one In diethyl ether; hexane; toluene at -78 - 20℃; Stage #3: With water; sodium hydrogencarbonate In diethyl ether; hexane; toluene | 100% |
4-Methylthiazole
Conditions | Yield |
---|---|
In diethyl ether (Ar); addn. of ligand to a soln. of gold complex in Et2O, stirring for 1.5 h at room temp.; evapn., extn. with Et2O, filtration through anhyd. MgSO4, evapn., recrystn. by layering a soln. in Et2O with hexane; elem. anal.; | 99% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 99% |
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction; | 79% |
With palladium(II) trimethylacetate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction; | 71% |
4-Methylthiazole
4-bromobenzenecarbonitrile
4-(4-methyl-1,3-thiazol-5-yl)benzonitrile
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 19h; Inert atmosphere; | 99% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 19h; Inert atmosphere; | 99% |
With potassium acetate; palladium diacetate at 150℃; for 19h; Inert atmosphere; | 99% |
4-Methylthiazole
1-Bromo-4-fluorobenzene
5-(4-fluorophenyl)-4-methylthiazole
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 99% |
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction; | 94% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 83% |
4-Methylthiazole
3,4,6-tri-O-triisopropylsilyl-1-iodo-D-glucal
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; palladium diacetate; lithium tert-butoxide In 1,4-dioxane at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction; | 99% |
4-Methylthiazole
5-bromo-2-chloropyridine
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 99% |
4-Methylthiazole
trichloro(4-methylthiazole)gold(III)
Conditions | Yield |
---|---|
In methanol; water addn. of 4-methylthiazole in methanol to soln. of HAuCl4*3H2O in water, neutralised with equimolar NaHCO3;; filtration, washed (water, methanol), recrystd. (dichloromethane), elem. anal.; | 98% |
4-Methylthiazole
bromochlorobenzene
5-(4-chlorophenyl)-4-methylthiazole
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; | 94% |
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction; | 92% |
4-Methylthiazole
1-benzyl-4-(3-chlorophenylamino)piperidine-4-carbonitrile
[1-benzyl-4-(4-methylthiazol-2-yl)-4-piperidinyl]-(3-chlorophenyl)amine
Conditions | Yield |
---|---|
Stage #1: 4-Methylthiazole With sec.-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: 1-benzyl-4-(3-chlorophenylamino)piperidine-4-carbonitrile In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h; Stage #3: With water In tetrahydrofuran; hexane | 98% |
4-Methylthiazole
4-bromo-benzaldehyde
4-(4-methylthiazol-5-yl)benzaldehyde
Conditions | Yield |
---|---|
With C68H65Cl2N3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; regioselective reaction; | 98% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 97% |
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 92% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 98% |
With C22H18ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; Solvent; Temperature; Time; regioselective reaction; | 94% |
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 20h; Inert atmosphere; | 73% |
With palladium(II) trimethylacetate; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Schlenk technique; Inert atmosphere; regioselective reaction; | 57% |
With C42H42Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 24h; |
Conditions | Yield |
---|---|
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior; | 98% |
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 87% |
With C32H33Cl2NOPd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 82% |
4-Methylthiazole
para-nitrophenyl bromide
4-methyl-5-(4-nitrophenyl)thiazole
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 98% |
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction; | 96% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 82% |
With C42H42Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 24h; | |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 150℃; for 15h; Inert atmosphere; |
4-Methylthiazole
(S)-tert-butyl (1-(4-bromophenyl)ethyl)carbamate
Conditions | Yield |
---|---|
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 120℃; for 2h; Inert atmosphere; | 98% |
With palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 18h; Inert atmosphere; | 82.3% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 90℃; for 18h; Inert atmosphere; | 82.3% |
Conditions | Yield |
---|---|
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior; | 98% |
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 97% |
4-Methylthiazole
2-methoxy-5-bromopyridine
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 98% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 97% |
With C34H48Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 8h; | 89% |
With tris [tris(3,5-bis(trifluoromethyl)phenyl)phosphine]palladium(0); potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 3h; regioselective reaction; | 78% |
With palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 20h; Inert atmosphere; | 75% |
With C42H42Cl2N2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 100℃; for 24h; |
Conditions | Yield |
---|---|
In water at 0 - 110℃; for 23h; | 97% |
Conditions | Yield |
---|---|
In water at 0 - 140℃; for 30h; | 97% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 97% |
4-Methylthiazole
1-(carboxymethoxy)cyclopentadiene
Conditions | Yield |
---|---|
Stage #1: 4-Methylthiazole With C37H24F2N6O2Pd In dichloromethane at 20℃; for 0.333333h; Stage #2: 1-(carboxymethoxy)cyclopentadiene With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; N-acetylglycine In dichloromethane at 80℃; for 30h; Sealed tube; | 96% |
Conditions | Yield |
---|---|
With C82H77Cl2N3O2Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 96% |
Conditions | Yield |
---|---|
Stage #1: 4-Methylthiazole With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: benzaldehyde In tetrahydrofuran at -78 - 20℃; for 1h; | 95% |
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 1h; | 79% |
4-Methylthiazole
4-methyl-thiazole-5-sulfonic acid
Conditions | Yield |
---|---|
With sulfur trioxide In 1,2-dichloro-ethane for 5h; Heating; | 95% |
With sulfuric acid; sulfur trioxide at 200℃; |
4-Methylthiazole
4-methyl-5-chlorothiazole
Conditions | Yield |
---|---|
With N-chloro-succinimide; Perbenzoic acid In tetrachloromethane for 1h; Heating; | 95% |
Conditions | Yield |
---|---|
With {N,N-(1,2-diphenylethane-1,2-diylidene)bis(2-benzhydryl-4,6-dimthylaniline)}dichloropalladium; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 12h; Catalytic behavior; | 95% |
With C23H20ClFeN3Pd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 140℃; for 10h; Reagent/catalyst; regioselective reaction; | 92% |
With C32H33Cl2NOPd; potassium carbonate; Trimethylacetic acid In N,N-dimethyl acetamide at 130℃; for 4h; | 90% |
Conditions | Yield |
---|---|
Stage #1: 4-Methylthiazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Stage #2: 1-benzyl-4-(o-toluidino)piperidine-4-carbonitrile at -78 - 0℃; for 0.5h; | 95% |
Molecular Structure of 4-Methylthiazole (CAS NO.693-95-8):
IUPAC Name: 4-Methyl-1,3-thiazole
Canonical SMILES: CC1=CSC=N1
InChI: InChI=1S/C4H5NS/c1-4-2-6-3-5-4/h2-3H,1H3
InChIKey: QMHIMXFNBOYPND-UHFFFAOYSA-N
Molecular Weight: 99.1542 [g/mol]
Molecular Formula: C4H5NS
XLogP3: 1
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 211-764-1
Index of Refraction: 1.535
Molar Refractivity: 27.55 cm3
Molar Volume: 88.4 cm3
Surface Tension: 39.9 dyne/cm
Density: 1.121 g/cm3
Flash Point: 37.3 °C
Enthalpy of Vaporization: 37.58 kJ/mol
Boiling Point: 134.3 °C at 760 mmHg
Vapour Pressure: 10 mmHg at 25 °C
Appearance: Clear colourless to slightly yellow liquid
storage temp.: Flammables area
Product Categories: Thiazoles; thiazole Flavor; Building Blocks; Heterocyclic Building Blocks; Alphabetical Listings; Flavors and Fragrances; M-N
4-Methylthiazole (CAS NO.693-95-8) is used as medicine, fragrance intermediates.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 360uL/kg (0.36mL/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: ATAXIA | Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 182, 1992. |
Safety Information of 4-Methylthiazole (CAS NO.693-95-8):
Hazard Codes: Xn,Xi
Risk Statements: 10-22-37/38-41
R10:Flammable.
R22:Harmful if swallowed.
R37/38:Irritating to respiratory system and skin.
R41:Risk of serious damage to the eyes.
Safety Statements: 16-26-39
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39:Wear eye / face protection.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
RTECS: XJ5096000
TSCA: T
HazardClass: 3
PackingGroup: III
4-Methylthiazole (CAS NO.693-95-8), its Synonyms are Thiazole, 4-methyl- ; 4-Methyl thiazole ; 4-Methyl-1,3-thiazole .
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