Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate supplier

Name
ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE
EINECS 700-743-7
CAS No. 161798-03-4
Article Data19
CAS DataBase
Density 1.183
Solubility
Melting Point
Formula C₁₈H₂₁NO₄S
Boiling Point 495.9 °C at 760 mmHg
Molecular Weight 347.435
Flash Point 253.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms ethyl 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate
PSA 93.73000
LogP 4.14250

Synthetic route

: 3-formyl-4-isobutoxythiobenzamide

: 609-15-4
ethyl 2-chloro-3-oxo-butyrate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 4h;	97%

: 78-77-3
Isobutyl bromide

: 161798-01-2
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 75 - 85℃; for 6h;	94.7%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 8h;	90%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide	90%

: 161798-01-2
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

: 4873-56-7
isobutyl p-toluenesulfonate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100 - 110℃; Temperature;	92.7%

: 16156-53-9
isobutyl methanesulfonate

: 161798-01-2
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 95 - 100℃; Temperature;	85.5%

: 161798-01-2
ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

: 24698-43-9
isobutyl benzenesulfonate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 95 - 100℃;	84.4%

: 161797-99-5
(2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester)

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trifluoroacetic acid / 40 h / Reflux 2: potassium carbonate; N,N-dimethyl-formamide / 4 h / 87 - 93 °C View Scheme
Multi-step reaction with 2 steps 1.1: trifluoroacetic acid / 24 h / 80 °C 1.2: 0.17 h 2.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5.08 h / 25 - 85 °C View Scheme
Multi-step reaction with 2 steps 1: magnesium chloride; triethylamine / tetrahydrofuran / 0.17 h / Microwave irradiation 2: potassium carbonate / acetonitrile / 0.17 h / Microwave irradiation View Scheme

: 609-15-4
ethyl 2-chloro-3-oxo-butyrate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: isopropyl alcohol / 25 - 85 °C 2.1: trifluoroacetic acid / 24 h / 80 °C 2.2: 0.17 h 3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5.08 h / 25 - 85 °C View Scheme

: 25984-63-8
4-hydroxythiobenzamide

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: isopropyl alcohol / 25 - 85 °C 2.1: trifluoroacetic acid / 24 h / 80 °C 2.2: 0.17 h 3.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 5.08 h / 25 - 85 °C View Scheme
Multi-step reaction with 3 steps 1: phosphoric acid / water; ethanol / 30 - 80 °C 2: sulfuric acid / 60 - 120 °C 3: potassium carbonate / N,N-dimethyl-formamide / 60 - 115 °C View Scheme
Multi-step reaction with 3 steps 1: PPA / 0.25 h / Microwave irradiation 2: magnesium chloride; triethylamine / tetrahydrofuran / 0.17 h / Microwave irradiation 3: potassium carbonate / acetonitrile / 0.17 h / Microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: ethanol / 2 h / Reflux 2: water; trifluoroacetic acid; acetic acid / 2.5 h / 100 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide View Scheme

: C12H15NO2

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 2: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 3: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme

: C12H13NO2

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 2: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme

: 767-00-0
4-cyanophenol

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 80 °C 2: aluminum (III) chloride / nitromethane / 5.5 h / 0 - 5 °C 3: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 4: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 5: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 6: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme
Multi-step reaction with 6 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 80 °C 2: aluminum (III) chloride / nitromethane / 5.5 h / 0 °C 3: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 4: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 5: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 6: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme
Multi-step reaction with 4 steps 1: polyphosphoric acid / water / 40 - 80 °C 2: phosphoric acid / water; ethanol / 30 - 80 °C 3: sulfuric acid / 60 - 120 °C 4: potassium carbonate / N,N-dimethyl-formamide / 60 - 115 °C View Scheme
Multi-step reaction with 4 steps 1: sodium hydrogensulfide; magnesium chloride monohydrate / 3 h / 20 °C 2: PPA / 0.25 h / Microwave irradiation 3: magnesium chloride; triethylamine / tetrahydrofuran / 0.17 h / Microwave irradiation 4: potassium carbonate / acetonitrile / 0.17 h / Microwave irradiation View Scheme

: 5203-15-6
4-(2-methylpropoxy)benzonitrile

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: aluminum (III) chloride / nitromethane / 5.5 h / 0 - 5 °C 2: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 3: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 4: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 5: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme
Multi-step reaction with 5 steps 1: aluminum (III) chloride / nitromethane / 5.5 h / 0 °C 2: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 3: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 4: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 5: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme

: 3-chloromethyl-4-isobutoxybenzonitrile

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: iron(III) sulfate; water / toluene / 0.7 h / 110 °C 2: tetrabutylammomium bromide; sodium hypochlorite / ethyl acetate; water / 0 - 5 °C 3: sodium hydrogen sulfide; magnesium(II) chloride hexahydrate / N,N-dimethyl-formamide / 4 h / 80 °C 4: N,N-dimethyl-formamide / 4 h / 60 °C View Scheme

: 2-(4-hydroxyphenyl)-4-methyl-5-thiazolecarboxylic acid ethyl ester hydrochloride

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: phosphoric acid / 70 - 95 °C 2: potassium carbonate / N,N-dimethyl-formamide / 100 - 110 °C View Scheme
Multi-step reaction with 2 steps 1: phosphoric acid / 70 - 95 °C 2: potassium carbonate / N,N-dimethyl-formamide / 95 - 100 °C View Scheme
Multi-step reaction with 2 steps 1: phosphoric acid / 70 - 95 °C 2: potassium carbonate / N,N-dimethyl-formamide / 95 - 100 °C View Scheme

: 74-96-4
ethyl bromide

: 144060-62-8
2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 20h;

: 84911-18-2, 609-13-2
ethyl 2-bromoacetoacetate

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 2 h / Reflux 2: water; trifluoroacetic acid; acetic acid / 2.5 h / 100 °C 3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide View Scheme

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 160844-75-7
2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With ammonium hydroxide; sodium persulfate; sodium iodide; iron(II) chloride In 1,2-dichloro-ethane at 20 - 50℃; for 16h; Reagent/catalyst; Solvent; Temperature;	98%
With hydroxylamine hydrochloride; sodium formate In formic acid for 3h; Product distribution / selectivity; Reflux;	96%
With formic acid; hydroxylamine hydrochloride; sodium formate at 100℃; for 7h;	95.2%

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 62-53-3
aniline

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)(phenylamino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Kabachnik-Fields Reaction; Green chemistry;	96%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 104-94-9
4-methoxy-aniline

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)((4-methoxyphenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	96%

...Expand

: 1135-14-4
4-aminophenyl phenyl sulfide

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)((4-(phenylthio)phenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	96%

...Expand

: 455-14-1
4-trifluoromethylphenylamine

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)((4-(trifluoromethyl)phenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	95%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: 371-40-4
4-fluoroaniline

: ethyl 2-(3-((diethoxyphosphoryl)((4-fluorophenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	94%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: 163444-17-5
2-iodo-4-(trifluoromethyl)aniline

: ethyl 2-(3-((diethoxyphosphoryl)((2-iodo-4-(trifluoromethyl)phenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	94%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: 108-42-9
3-chloro-aniline

: ethyl 2-(3-(((3-chlorophenyl)amino)(diethoxyphosphoryl)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	92%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 100-01-6
4-nitro-aniline

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)((4-nitrophenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	92%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 615-43-0
2-iodophenylamine

: 762-04-9
phosphonic acid diethyl ester

: ethyl 2-(3-((diethoxyphosphoryl)((2-iodophenyl)amino)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	91%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 79-19-6
thiosemicarbazide

: 99-73-0
para-bromophenacyl bromide

: ethyl 2-(3-((2-(4-(4-bromophenyl)thiazol-2-yl)hydrazono)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Reflux; Green chemistry;	90%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 762-04-9
phosphonic acid diethyl ester

: 106-40-1
4-bromo-aniline

: ethyl 2-(3-(((4-bromophenyl)amino)(diethoxyphosphoryl)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With β-cyclodextrin supported sulfonic acid In neat (no solvent) at 50℃; for 0.5h; Kabachnik-Fields Reaction; Green chemistry;	90%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 79-19-6
thiosemicarbazide

: 536-38-9
4-chlorobenzoylmethyl bromide

: ethyl 2-(3-((2-(4-(4-chlorophenyl)thiazol-2-yl)hydrazono)methyl)-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux; Green chemistry;	88%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 79-19-6
thiosemicarbazide

: 70-11-1
α-bromoacetophenone

: ethyl 2-(4-isobutoxy-3-((2-(4-phenylthiazol-2-yl)hydrazono)methyl)phenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Reflux; Green chemistry;	86%

...Expand

: 29310-88-1
3-bromoacetylcoumarin

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 79-19-6
thiosemicarbazide

: ethyl 2-(4-isobutoxy-3-((2-(4-(2-oxo-2H-chromen-3-yl)thiazol-2-yl)hydrazono)methyl)phenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux; Green chemistry;	86%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 88735-43-7
2-(2-bromoacetyl)-3H-benzo[f]chromen-3-one

: 79-19-6
thiosemicarbazide

: ethyl 2-(4-isobutoxy-3-((2-(4-(3-oxo-3H-benzo[f]chromen-2-yl)thiazol-2-yl)hydrazono)methyl)phenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 3h; Reflux; Green chemistry;	83%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 99-81-0
4-Nitrophenacyl bromide

: 79-19-6
thiosemicarbazide

: ethyl 2-(4-isobutoxy-3-((2-(4-(4-nitrophenyl)thiazol-2-yl)hydrazono)methyl)phenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With acetic acid In ethanol for 4h; Reflux; Green chemistry;	81%

...Expand

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: febuxostat

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium formate; formic acid / 100 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C View Scheme
Multi-step reaction with 3 steps 1.1: hydroxylamine hydrochloride / methanol / 65 °C 2.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 2.2: hydrose / 5 h / 25 °C / pH 2 - 3 3.1: sodium formate; formic acid / 100 °C View Scheme
With formic acid; hydroxylamine hydrochloride; sodium formate for 5h; Reflux;

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 144060-62-8
2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid

Conditions

Conditions	Yield
Stage #1: 2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester With water; sodium hydroxide In methanol at 75℃; for 0.5h; Stage #2: With hydrogenchloride In methanol; water at 25℃; for 5h; pH=2 - 3;
Stage #1: 2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester With sodium hydroxide In ethanol at 80℃; for 4h; Stage #2: With hydrogenchloride In ethanol; water pH=~ 3;
Stage #1: 2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester With water; potassium carbonate In methanol for 3h; Reflux; Stage #2: With hydrogenchloride In water at 40℃; pH=5.3 - 5.7; Product distribution / selectivity;

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1271738-74-9
ethyl 2-[3-((hydroxyimino)methyl)-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In methanol at 65℃;
With formic acid; hydroxylamine hydrochloride; sodium formate at 100 - 110℃;

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1350352-70-3
2-[3-((hydroxyimino)methyl)-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydroxylamine hydrochloride / methanol / 65 °C 2.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 2.2: hydrose / 5 h / 25 °C / pH 2 - 3 View Scheme

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1350352-71-4
2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium formate; formic acid / 100 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C 3: ethyl acetate; cyclohexane; methanol / 3 h View Scheme
Multi-step reaction with 4 steps 1.1: hydroxylamine hydrochloride / methanol / 65 °C 2.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 2.2: hydrose / 5 h / 25 °C / pH 2 - 3 3.1: sodium formate; formic acid / 100 °C 4.1: ethyl acetate; cyclohexane; methanol / 3 h View Scheme

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1350352-72-5
2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid tert-butylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydroxylamine hydrochloride; sodium formate; formic acid / 100 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C 3: toluene / 10 h View Scheme
Multi-step reaction with 4 steps 1.1: hydroxylamine hydrochloride / methanol / 65 °C 2.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 2.2: hydrose / 5 h / 25 °C / pH 2 - 3 3.1: sodium formate; formic acid / 100 °C 4.1: toluene / 10 h View Scheme

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1350352-73-6
2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 1.2: hydrose / 5 h / 25 °C / pH 2 - 3 2.1: ethyl acetate; cyclohexane; methanol / 3 h View Scheme

: 161798-03-4
2-(3-formyl-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

: 1350352-74-7
2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid n-butylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / methanol / 0.5 h / 75 °C 1.2: hydrose / 5 h / 25 °C / pH 2 - 3 2.1: toluene / 10 h View Scheme

Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate Specification

The Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate, with its cas register number 161798-03-4, has its systematic name of ethyl 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate. And it has other names as 5-thiazolecarboxylic acid, 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-, ethyl ester. This chemical is usually applied in pharmaceutic intermediates, such as being the intermediate of febuxostat.

The physical properties of this chemical could be summarized as: (1)ACD/LogP: 5.65; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.65; (4)ACD/LogD (pH 7.4): 5.65; (5)ACD/BCF (pH 5.5): 11518.86; (6)ACD/BCF (pH 7.4): 11519.49; (7)ACD/KOC (pH 5.5): 28102.09; (8)ACD/KOC (pH 7.4): 28103.63; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 93.73 ; (13)Index of Refraction: 1.566; (14)Molar Refractivity: 95.84 cm³; (15)Molar Volume: 293.6 cm³; (16)Polarizability: 37.99×10^-24 cm³; (17)Surface Tension: 44.5 dyne/cm; (18)Density: 1.183 g/cm³; (19)Flash Point: 253.7 °C; (20)Enthalpy of Vaporization: 76.35 kJ/mol; (21)Boiling Point: 495.9 °C at 760 mmHg; (22)Vapour Pressure: 5.68E-10 mmHg at 25°C.

Additionally, you could convert the following datas information into the molecular structure:
(1)SMILES:O=Cc1c(OCC(C)C)ccc(c1)c2nc(c(s2)C(=O)OCC)C
(2)InChI:InChI=1/C18H21NO4S/c1-5-22-18(21)16-12(4)19-17(24-16)13-6-7-15(14(8-13)9-20)23-10-11(2)3/h6-9,11H,5,10H2,1-4H3
(3)InChIKey:AIQMFFCWDAIGNV-UHFFFAOYAE

Product Name

ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE

Synthetic route

Ethyl 2-(3-formyl-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate Specification

Related Products

Hot Products