2,4-Dimethylthiazole-5-carboxylic acid supplier

Name
2,4-Dimethylthiazole-5-carboxylic acid
EINECS
CAS No. 53137-27-2
Article Data7
CAS DataBase
Density 1.341 g/cm³
Solubility
Melting Point 235 °C (dec.)
Formula C₆H₇NO₂S
Boiling Point 306.158 °C at 760 mmHg
Molecular Weight 157.193
Flash Point 138.96 °C
Transport Information
Appearance
Safety 22-24/25-37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,4-Dimethyl-1,3-thiazole-5-carboxylicacid;5-Carboxy-2,4-dimethylthiazole;RU 21542;
PSA 78.43000
LogP 1.45810

Synthetic route

: 7210-77-7
ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 4h; Reflux;	90%
With potassium hydroxide
With potassium hydroxide In methanol; water

: 28599-52-2
5-bromo-2,4-dimethyl-1,3-thiazole

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
With ethanol; phenyllithium Behandeln des Reaktionsgemisches mit CO2;

: 7210-77-7
ethyl 2,4-dimethyl-1,3-thiazole-5-carboxylate

A: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

B: 66806-33-5
2,4-dimethyl-thiazole-5-carboxylic acid amide

Conditions

Conditions	Yield
With ammonia

: 2,4-dimethyl-thiazole-5-carboxylic acid methyl ester; hydrochloride

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide at 20℃; Hydrolysis;

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 75-65-0
tert-butyl alcohol

: tert-butyl (2,4-dimethylthiazol-5-yl)carbamate

Conditions

Conditions	Yield
With triethanolamine; diphenyl phosphoryl azide at 85℃; for 3h; Inert atmosphere;	96.5%
With diphenyl phosphoryl azide; triethylamine at 85℃; for 4h;	88.54%

: 123-91-1
1,4-dioxane

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1597710-80-9
1,4-dioxan-2-yl 2,4-dimethylthiazole-5-carboxylate

Conditions

Conditions	Yield
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Schlenk technique;	94%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 591-50-4
iodobenzene

: 19968-55-9
2,4-dimethyl-5-phenylthiazole

Conditions

Conditions	Yield
With silver (II) carbonate; triphenylphosphine; palladium dichloride In N,N-dimethyl acetamide; toluene at 135℃; for 16h; Sealed tube;	93%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1227469-85-3
potassium 2,4-dimethyl-1,3-thiazole-5-carboxylate

Conditions

Conditions	Yield
With potassium tert-butylate In ethanol at 20℃; for 3h; Inert atmosphere;	89%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1-(4-methoxyphenyl)-3-methylpiperazin-2-one hydrochloride

: C18H21N3O3S

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Stage #2: 1-(4-methoxyphenyl)-3-methylpiperazin-2-one hydrochloride In N,N-dimethyl-formamide at 20℃; for 3h; Cooling with ice;	88%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6-(2-aminooxazol-4-yl)-3,4-dihydroquinolin-2(1H)-one

: 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxazol-2-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 50℃; for 120h; Sealed tube;	87%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 75-09-2
dichloromethane

: C13H14N2O4S2

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 130℃; for 5h;	84%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1374645-80-3
3-Methyl-5-pyridin-2-yl-3H-[1,2,3]-triazole-4-carbaldehyde

: 1374645-81-4
2-[2-hydroxy-2-(3-methyl-5-pyridin-2-yl-3H-[1,2,3]triazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With n-butyllithium In tetrahydrofuran; hexanes at -75℃; for 2h; Inert atmosphere; Stage #2: 3-Methyl-5-pyridin-2-yl-3H-[1,2,3]-triazole-4-carbaldehyde In tetrahydrofuran; hexanes at -75℃; for 2h; Stage #3: With citric acid In tetrahydrofuran; hexanes; water	83%
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 2h; Inert atmosphere; Stage #2: 3-Methyl-5-pyridin-2-yl-3H-[1,2,3]-triazole-4-carbaldehyde In tetrahydrofuran; hexane at -75℃; for 2h;	83%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6-(2-aminothiazol-4-yl)-3,4-dihydroquinazolin-2(1H)-one

: 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinazolin-6-yl)thiazol-2-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 50℃; for 120h; Sealed tube;	82%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 77-98-5
tetraethylammonium hydroxide

: tetraethylammonium 2,4-dimethylthiazole-5-carboxylate

Conditions

Conditions	Yield
In methanol; water at 20℃;	81%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1032571-04-2
8-{3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propoxy}-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-amine

: 1032568-41-4
N-(8-{3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propoxyl}-7-methoxy-2,3-dihydroimidazo[1,2-c]quinazolin-5-yl)-2,4-dimethyl-1,3-thiazole-5-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	80%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 8-(2-aminothiazol-4-yl)-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-4-one

: 2,4-dimethyl-N-(4-(4-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinolin-8-yl)thiazol-2-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 50℃; for 120h; Sealed tube;	79%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6-(2'-Amino-5'-Methylthiazol-4'-Yl)-3,4-Dihydrocarbostyril

: 2,4-dimethyl-N-(5-methyl-4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 50℃; for 144h; Sealed tube;	78%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6610-29-3
4-methylthiosemicarbazide

: 5-(2,4-dimethyl-1,3-thiazol-5-yl)-4-methyl-2,4-dihydro-3H-1,2,4-triazole-3-thione

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid; 4-methylthiosemicarbazide With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate; N,N-dimethyl-formamide at 0 - 20℃; for 2h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages;	77%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1374645-74-5
5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]-triazole-4-carbaldehyde

: 1374645-83-6
2-{2-[5-(4-fluoro-phenyl)-3-methyl-3H-[1,2,3]triazol-4-yl]-2-hydroxy-ethyl}-4-methyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With n-butyllithium In tetrahydrofuran; hexanes at -75℃; for 2h; Inert atmosphere; Stage #2: 5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]-triazole-4-carbaldehyde In tetrahydrofuran; hexanes at -75℃; for 2h; Stage #3: With citric acid In tetrahydrofuran; hexanes; water	77%
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 2h; Inert atmosphere; Stage #2: 5-(4-Fluoro-phenyl)-3-methyl-3H-[1,2,3]-triazole-4-carbaldehyde In tetrahydrofuran; hexane at -75℃; for 2h;	77%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1-(4-methoxyphenyl)-3-phenylpiperazin-2-one

: 4-(2,4-dimethyl-1,3-thiazole-5-carbonyl)-1-(4-methoxyphenyl)-3-phenylpiperazin-2-one

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1-(4-methoxyphenyl)-3-phenylpiperazin-2-one In N,N-dimethyl-formamide at 20℃; for 3h; Cooling with ice;	76%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 100-46-9
benzylamine

: N-benzyl-2,4-dimethylthiazole-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: benzylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	75.6%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 768-94-5
1-Adamantanamine

: N-(adamantan-1-yl)-2,4-dimethylthiazole-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1-Adamantanamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	75.2%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 52273-77-5
2-(3-aminophenyl)ethan-1-ol

: 844904-20-7
N-[3-(2-hydroxyethyl)phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) for 14h;	73%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6-(2'-Amino-5'-ethylthiazol-4'-yl)-3,4-dihydrocarbostyril

: N-(5-ethyl-4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)-2,4-dimethylthiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 50℃; for 144h; Sealed tube;	73%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 2217-40-5
1,2,3,4-tetrahydronaphthalen-1-amine

: 2,4-dimethyl-N-(1,2,3,4-tetrahydronaphthalen-1-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,2,3,4-tetrahydronaphthalen-1-amine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	71.4%

: 288-32-4
1H-imidazole

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 2-(thien-3-yl)aminoacetonitrile

: 119778-31-3
2-(2,4-dimethylthiazole-5-carboxamido)-2-(3-thienyl)acetonitrile

Conditions

Conditions	Yield
With thionyl chloride In tetrahydrofuran; water	70%

...Expand

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 15854-87-2
4-iodopyridine

: 2,4-dimethyl-5-pyridinylthiazole

Conditions

Conditions	Yield
With silver (II) carbonate; triphenylphosphine; palladium dichloride In N,N-dimethyl acetamide; toluene at 135℃; for 16h; Sealed tube;	70%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 2999-46-4
Ethyl isocyanoacetate

: ethyl 5-(2,4-dimethyl-1,3-thiazol-5-yl)-1,3-oxazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 2h; Stage #2: Ethyl isocyanoacetate With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 1h;	70%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 1254962-92-9
3-butyl-4-chloromethyl-5-methyl-isoxazole

: 1254970-01-8
2-[2-(3-butyl-5-methyl-isoxazol-4-yl)-ethyl]-4-methyl-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With lithium diisopropyl amide In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 3-butyl-4-chloromethyl-5-methyl-isoxazole In tetrahydrofuran for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water	68%
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With n-butyllithium In tetrahydrofuran; hexanes at -78℃; Inert atmosphere; Stage #2: 3-butyl-4-chloromethyl-5-methyl-isoxazole In tetrahydrofuran; hexanes at -75℃; Stage #3: With citric acid In tetrahydrofuran; hexanes

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 6-(2-aminothiazol-4-yl)chroman-2-one

: 2,4-dimethyl-N-(4-(2-oxochroman-6-yl)thiazol-2-yl)thiazole-5-carboxamide

Conditions

Conditions	Yield
With pyridine; propylphosphonic anhydride In ethyl acetate; acetonitrile at 48.5℃; for 120h; Sealed tube;	67%

: 288-32-4
1H-imidazole

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 779315-19-4
α-(2-thienyl)aminoacetonitrile

: 119778-30-2
2-(2,4-dimethylthiazole-5-carboxamido)-2-(2-thienyl)acetonitrile

Conditions

Conditions	Yield
With thionyl chloride In tetrahydrofuran; water	65%

...Expand

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: (6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-quinolin-3-yl-amine dihydrochloride

: 1227460-58-3
(2,4-dimethyl-thiazol-5-yl)-[4-(quinolin-3-ylamino)-5,7-dihydro-pyrrolo[3,4-d]pyrimidin-6-yl]-methanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In 1-methyl-pyrrolidin-2-one at 20℃; for 0.0833333h;	64%

: 53137-27-2
2,4-dimethyl-thiazole-5-carboxylic acid

: 18718-83-7
4-chloromethyl-5-methyl-3-phenyl-isoxazole

: 1254969-88-4
4-methyl-2-[2-(5-methyl-3-phenyl-isoxazol-4-yl)-ethyl]-thiazole-5-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 2,4-dimethyl-thiazole-5-carboxylic acid With lithium diisopropyl amide In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 4-chloromethyl-5-methyl-3-phenyl-isoxazole In tetrahydrofuran for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water	60%

2,4-Dimethylthiazole-5-carboxylic acid Chemical Properties

IUPAC Name: 2,4-Dimethyl-1,3-thiazole-5-carboxylic acid
Systematic of 5-Thiazolecarboxylicacid, 2,4-dimethyl- (CAS NO.53137-27-2): Timtec-bb sbb005433 ; Rarechem al be 1354 ; Akos bbs-00004449 ; Akos bb-8977 ; 2,4-Dimethyl-1,3-thiazole-5-carboxylic acid ; 2,4-Dimethyl-5-thiazolecarboxylic acid ; 2,4-Dimethylthiazole-5-carboxylic acid ; Iflab-bb f1912-0028
CAS NO: 53137-27-2
Molecular Formula of 5-Thiazolecarboxylicacid, 2,4-dimethyl- (CAS NO.53137-27-2): C₆H₇NO₂S
Molecular Weight: 157.1903
Molecular Structure:

Melting Point: 235 °C
ProductCategories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; Building Blocks ; Heterocyclic Building Blocks ; Thiazoles
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 67.43 Å²
Index of Refraction: 1.585
Molar Refractivity: 39.3 cm³
Molar Volume: 117.2 cm³
Surface Tension: 56.9 dyne/cm
Density of 5-Thiazolecarboxylicacid, 2,4-dimethyl- (CAS NO.53137-27-2): 1.341 g/cm³
Flash Point: 139 °C
Enthalpy of Vaporization: 57.72 kJ/mol
Boiling Point: 306.2 °C at 760 mmHg
Vapour Pressure: 0.000342 mmHg at 25°C

2,4-Dimethylthiazole-5-carboxylic acid Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
Hazard Note: Irritant
HazardClass: IRRITANT

Product Name

2,4-Dimethylthiazole-5-carboxylic acid

Synthetic route

2,4-Dimethylthiazole-5-carboxylic acid Chemical Properties

2,4-Dimethylthiazole-5-carboxylic acid Safety Profile

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