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161798-03-4

Basic Information
CAS No.: 161798-03-4
Name: ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE
Article Data: 19
Molecular Structure:
Molecular Structure of 161798-03-4 (ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE)
Formula: C18H21NO4S
Molecular Weight: 347.435
Synonyms: ethyl 2-[3-formyl-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate
EINECS: 700-743-7
Density: 1.183
Boiling Point: 495.9 °C at 760 mmHg
Flash Point: 253.7 °C
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
ConditionsYield
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
ConditionsYield
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-formamide90%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
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160844-75-7
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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