4-thiazolecarboxylate methyl ester
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide for 1h; Reflux; | 96.1% |
Conditions | Yield |
---|---|
Stage #1: ethyl Bromopyruvate; thiourea In water at 40℃; for 5h; Stage #2: With hydrogenchloride; sodium nitrite In water for 2h; Temperature; Concentration; | 94% |
Conditions | Yield |
---|---|
at 30℃; for 16h; Pseudomonas putida ATCC 33015; | 80% |
With potassium permanganate In water at 55℃; for 22h; Reagent/catalyst; Temperature; | 70.2% |
bromopyruvic acid
formamide
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: formamide With tetraphosphorus decasulfide In tetrahydrofuran at 30℃; for 3h; Stage #2: bromopyruvic acid In tetrahydrofuran at 40 - 50℃; for 3h; | 22% |
1,2,3,4-tetrahydroisoquinoline
thiazole 2,5-dicarboxylic acid
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
at 153.9℃; Rate constant; sowie bei 164.7.Decarboxylation; |
ethyl 2-bromothiazole-4-carboxylate
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide anschliessend Hydrieren an Raney-Nickel; |
2-propionyl-thiazole-4-carboxylic acid
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With sulfuric acid at 180℃; |
2-propionyl-thiazole-4-carboxylic acid
A
Thiazole-4-carboxylic acid
B
thiazole-2,4-dicarboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium permanganate |
thiazole-2,4-dicarboxylic acid
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
at 140 - 144℃; Decarboxylation; |
thiazole 2,5-dicarboxylic acid
acetic anhydride
Thiazole-4-carboxylic acid
thiazole 2,5-dicarboxylic acid
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
(i) NaNO2, aq. HCl, AcOH, (ii) Ac2O, (iii) aq. HCl; Multistep reaction; |
hydrogenchloride
thiazole-2,4-dicarboxylic acid
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
Decarboxylation; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 45 - 50℃; for 5.5h; | 3.59 g |
ethyl thiazole-4-carboxylate
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
amoxicillin
A
Thiazole-4-carboxylic acid
B
5,5-Dimethyl-4,5-dihydro-thiazole-4-carboxylic acid
C
formic acid
D
glycolic Acid
E
1,5-pentanedioic acid
F
Adipic acid
G
tartronic acid
H
glyceric acid
I
oxamic acid
J
succinic acid
K
C5H8O6S
L
pisolithin A
]
oxalic acid
^
acetic acid
_
propionic acid
`
2-oxo-propionic acid
a
tartaric acid
b
6-aminopenicillanic acid
c
benzoic acid
d
Glyoxilic acid
f
2-butenedioic acid
g
butyric acid
h
(4S)-2t-{(R)-[(R)-2-amino-2-(4-hydroxy-phenyl)-acetylamino]-carboxy-methyl}-5,5-dimethyl-thiazolidine-4r-carboxylic acid
i
4-hydroxy-benzoic acid
Conditions | Yield |
---|---|
With Ru/CNT; sodium hydroxide for 8h; Reagent/catalyst; Electrolysis; |
Conditions | Yield |
---|---|
With thionyl chloride for 2h; Heating / reflux; | 99% |
With thionyl chloride for 2h; Reflux; | 80.5% |
With thionyl chloride |
3,4-diaminopyridine
Thiazole-4-carboxylic acid
4-(1H-imidazo[4,5-c]pyridin-2-yl)thiazole
Conditions | Yield |
---|---|
With PPA at 180℃; for 2h; | 98% |
2,3-Diaminopyridine
Thiazole-4-carboxylic acid
4-(1H-imidazo[4,5-b]pyridin-2-yl)thiazole
Conditions | Yield |
---|---|
With PPA at 180℃; for 2h; | 97% |
Conditions | Yield |
---|---|
With thionyl chloride at 80℃; Cooling with ice; | 96% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 87.6% |
Thiazole-4-carboxylic acid
tert-butyl alcohol
tert-butyl 1,3-thiazole-4-carboxylate
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 50℃; for 1h; Stage #2: tert-butyl alcohol With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 48h; | 94% |
Stage #1: Thiazole-4-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 50℃; for 1h; Inert atmosphere; Stage #2: tert-butyl alcohol With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 48h; Inert atmosphere; | 94% |
Thiazole-4-carboxylic acid
tert-butyl alcohol
thiazol-4-ylaminocarboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With diphenyl phosphoryl azide; triethylamine at 0℃; Reflux; | 94% |
With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol for 16h; Inert atmosphere; Reflux; | 94% |
With diphenylphosphoranyl azide; triethylamine for 18h; Curtius Rearrangement; Reflux; | 77.4% |
Thiazole-4-carboxylic acid
tert-butyl (2-aminothiazol-4-yl)methylcarbamate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 94% |
methyl 2-oxo-2-phenylacetate
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With phenylsilane; 2,2,3,4,4-pentamethyl-1-(pyrrolidin-1-yl)phosphetane 1-oxide In 1,2-dichloro-ethane at 80℃; for 20h; Sealed tube; chemoselective reaction; | 94% |
Conditions | Yield |
---|---|
Stage #1: 1,2-diamino-benzene With polyphosphoric acid at 150℃; Inert atmosphere; Stage #2: Thiazole-4-carboxylic acid at 230℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere; | 88% |
With polyphosphoric acid for 3h; Reflux; |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 87.6% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 87.49% |
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With 2,4,6-trimethyl-pyridine; bis(trichloromethyl) carbonate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (S)-allyl 2-(allyloxy)-4-(2-(allyloxy)-4-(4-(2-(4-aminobenzamido)-3-cyanopropanamido)benzamido)-3-methoxybenzamido)-3-methoxybenzoate With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 12h; | 86% |
Thiazole-4-carboxylic acid
2-phenyl-2H-pyrazolo[3,4-c]quinolin-4-ylamine
C20H13N5OS
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; | 85% |
Thiazole-4-carboxylic acid
17β-estradiol-3-t-butyldimethylsilyl ether
C28H39NO3SSi
Conditions | Yield |
---|---|
With dmap; 2-methyl-6-nitrobenzoic anhydride; triethylamine In tetrahydrofuran at 20℃; for 1h; | 84% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 83.7% |
Thiazole-4-carboxylic acid
cyclohexyl 2-amino-2-deoxy-1-thio-α-D-glucopyranoside
Conditions | Yield |
---|---|
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 23℃; for 3h; | 83% |
Thiazole-4-carboxylic acid
N-(4-chloro-3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)thiazole-4-carboxamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 45℃; Inert atmosphere; | 83% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 83% |
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate; ammonium chloride Stage #2: With triethylamine; trifluoroacetic anhydride at 0 - 20℃; for 6h; | 83% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; | 82.4% |
Thiazole-4-carboxylic acid
N-{3-[(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)oxy]-4-methylphenyl}-3-(1-cyano-1-methylethyl)benzamide
N-{6-[5-({[3-(1-cyano-1-methylethyl)phenyl]carbonyl}amino)-2-methylphenoxy][1,2,4]triazolo[1,5-a]pyridin-2-yl}-1,3-thiazole-4-carboxamide
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 20℃; for 1h; Stage #2: N-{3-[(2-amino[1,2,4]triazolo[1,5-a]pyridin-6-yl)oxy]-4-methylphenyl}-3-(1-cyano-1-methylethyl)benzamide With pyridine at 20℃; for 16h; | 82% |
7-azabicyclo[4.1.0]heptane
Thiazole-4-carboxylic acid
7-azabicyclo[4.1.0]heptan-7-yl(thiazol-4-yl)methanone
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; | 82% |
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.166667h; Stage #2: 4-[(2S',6S')-6'-(4-((6-aminohexyl)oxy)butyl)tetrahydropyran-2-yl]-1-[(2S'',6S'')-6''-(4-hydroxybutyltetrahydropyran-2-yl)methyl]-1H-1,2,3-triazole In dichloromethane at 20℃; | 82% |
Conditions | Yield |
---|---|
With thionyl chloride at -15℃; Reflux; Inert atmosphere; | 81% |
With thionyl chloride at -15℃; Inert atmosphere; Reflux; | 81% |
With sulfuric acid | |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 5h; |
Conditions | Yield |
---|---|
With propane-1,3-diyl dinitrite In tetrahydrofuran at 100℃; under 12929 Torr; for 0.5h; | 81% |
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 80% |
Thiazole-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: Thiazole-4-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.25h; Stage #2: With sodium azide In tetrahydrofuran for 0.25h; | 79% |
IUPAC Name: 1,3-thiazole-4-carboxylic acid (3973-08-8)
Synonyms: 1,3-Thiazole-4-carboxylic acid ; Akos bb-9161 ; 4-Carboxythiazole ; 4-Thiazolecarboxylic acid ; Timtec-bb sbb010166 ; Thiazole-4-carboxylic acid ; 4-Thiazolecarboxylic acid 3973-8-8 ; 1,3-Thiazole-4-carboxylic acid 3973-8-8
CAS: 3973-08-8
MF: C4H3NO2S
MW: 129.14
MS:
Product Categories: blocks ; Carboxes ; Thiazoles ; Sulphur Derivatives ; Carboxylic Acids ; Thiazoles, Isothiazoles &Benzothiazoles ; Carboxylic Acids ; Thiazoles, Isothiazoles & Benzothiazoles ; Building Blocks ; Heterocyclic Building Blocks
Mol File: 3973-08-8.mol
Surface Tension: 72 dyne/cm Density: 1.525 g/cm3
Flash Point: 146.9 °C Enthalpy of Vaporization: 59.21 kJ/mol
Boiling Point: 319.2 °C at 760 mmHg Vapour Pressure: 0.000143 mmHg at 25°C
MP:195-199 °C(lit.)
1.4-Thiazolecarboxylic acid (93973-08-8) is an intermediate of fungicide thiabendazole.
2.4-Thiazolecarboxylic acid (93973-08-8) is used as a medicine, pesticide intermediates, organic synthesis reagents .
Its preparation method is to use formamide with P2S5 in ethylene glycol dimethyl ether (CH3OCH2CH2OCH3) reaction to obtain thiocarboxamide (HCSNH2), and then, halogenate with pyruvate for product.
Hazard Codes: Xi
Risk Statements: 43
43: 4-Thiazolecarboxylic acid (93973-08-8) may cause sensitization by skin contact
Safety Statements : 36/37
36/37: Wear suitable protective clothing and gloves
WGK Germany: 3
4-Thiazolecarboxylic acid (93973-08-8) is a colorless solid, not dissolve in water.
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