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160844-75-7

Basic Information
CAS No.: 160844-75-7
Name: Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate
Article Data: 36
Molecular Structure:
Molecular Structure of 160844-75-7 (Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate)
Formula: C18H20N2O3S
Molecular Weight: 344.434
Synonyms: Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate;
EINECS: -0
Density: 1.22 g/cm3
Melting Point: 176 °C
Boiling Point: 497.149 °C at 760 mmHg
Flash Point: 254.467 °C
PSA: 100.45000
LogP: 4.20168
Synthetic route
876918-26-2

5-bromo-2-isobutoxy-benzonitrile

20582-55-2

ethyl 4-methylthiazole-5-carboxylate

A

1240593-43-4

C22H24N2O2

B

3944-31-8

diethyl 4,4-dimethyl-2,2-bithiazole-5,5-dicarboxylate

C

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With di-tert-butyl(cyclohexyl)phosphine; potassium carbonate; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Reagent/catalyst; Inert atmosphere;A n/a
B n/a
C 100%
With potassium carbonate; di-tert-butyl(cyclohexyl)phosphine; palladium diacetate In xylene at 120℃; for 5h; Product distribution / selectivity; Inert atmosphere;
144060-96-8

2-(3-bromo-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

copper(l) cyanide

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With copper(l) iodide In N,N-dimethyl-formamide at 130 - 140℃; for 16h;98.5%
78-77-3

Isobutyl bromide

161798-02-3

ethyl-2-(3-cyano-4-hydroxy phenyl)-4-methyl thiozole-5-carboxylate

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In ethyl acetate at 65 - 70℃; for 5h; Temperature; Solvent; Reagent/catalyst;98.2%
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 8h;92.9%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h;88%
With potassium carbonate In 1-methyl-pyrrolidin-2-one at 90℃; for 3h;88%
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 15h;2.28 g
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
ConditionsYield
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%
876918-26-2

5-bromo-2-isobutoxy-benzonitrile

20582-55-2

ethyl 4-methylthiazole-5-carboxylate

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With di-tert-butyl(cyclohexyl)phosphine; potassium hydrogencarbonate; isobutyric Acid; copper(I) bromide; palladium dichloride In toluene at 25℃; for 21h; Reagent/catalyst; Time; Inert atmosphere; Reflux;93%
With potassium carbonate; di-tert-butyl(cyclohexyl)phosphine; palladium diacetate In xylene at 20℃; for 24.5h; Product distribution / selectivity; Reflux;82%
With di-tert-butyl(cyclohexyl)phosphine; copper(I) bromide dimethylsulfide complex; potassium carbonate; isobutyric Acid; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 24h; Inert atmosphere; Sealed tube;98.2 %Chromat.
20582-55-2

ethyl 4-methylthiazole-5-carboxylate

78-83-1

2-methyl-propan-1-ol

179897-89-3

5-Bromo-2-fluoro-benzonitrile

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-methyl-propan-1-ol With potassium tert-butylate In toluene
Stage #2: 5-Bromo-2-fluoro-benzonitrile at 20℃; for 2h;
Stage #3: ethyl 4-methylthiazole-5-carboxylate With di-tert-butyl(cyclohexyl)phosphine; potassium hydrogencarbonate; isobutyric Acid; copper(I) bromide; palladium dichloride In toluene for 15h; Inert atmosphere; Reflux;
91%
105-39-5

chloroacetic acid ethyl ester

163597-57-7

3-cyanoisobutoxybenzothioamide

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In ethanol at 100℃; for 2h;85%
78-77-3

Isobutyl bromide

161798-01-2

ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate With hydroxylamine hydrochloride In dimethyl sulfoxide at 40℃; for 0.5h;
Stage #2: With acetyl chloride In dimethyl sulfoxide at 70 - 80℃;
Stage #3: Isobutyl bromide With potassium carbonate In dimethyl sulfoxide at 20 - 80℃;
84%
Stage #1: ethyl 2‐(3‐formyl‐4‐hydroxyphenyl)‐4‐methylthiazole‐5‐carboxylate With hydroxylamine hydrochloride In dimethyl sulfoxide for 0.5h;
Stage #2: With acetyl chloride In dimethyl sulfoxide at 70 - 80℃;
Stage #3: Isobutyl bromide With potassium carbonate In dimethyl sulfoxide at 70 - 80℃; for 5h;
84%
161797-99-5

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

78-77-3

Isobutyl bromide

68-12-2, 33513-42-7

N,N-dimethyl-formamide

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: (2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester); Isobutyl bromide; N,N-dimethyl-formamide With potassium carbonate at 90 - 95℃;
Stage #2: With trichlorophosphate at 0 - 60℃; for 2h;
Stage #3: With ammonia; iodine at 10 - 20℃; for 2h; Temperature; Solvent;
83%
876918-26-2

5-bromo-2-isobutoxy-benzonitrile

2-boronic acid-4-methyl-1,3-thiazole-5-carboxylic acid ethyl ester

160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 80℃; for 12h; Reagent/catalyst; Temperature; Suzuki Coupling; Inert atmosphere; Green chemistry;79%
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  • Casno:

    160844-75-7

    Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate 160844-75-7

    Min.Order: 100 Gram

    FOB Price:  USD $ 0.0-0.0

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  • Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

  • Casno:

    160844-75-7

    Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

    Min.Order: 0 Metric Ton

    FOB Price:  USD $ 0.0-0.0

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  • Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate

  • Casno:

    160844-75-7

    Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate

    Min.Order: 0

    FOB Price:  USD $ 0.0-0.0

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  • Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate

  • Casno:

    160844-75-7

    Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate

    Min.Order: 1 Gram

    FOB Price:  USD $ 0.0-0.0

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Specification

The Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate, with the CAS registry number 160844-75-7, is also known as 2-(3-Cyano-4-isobutoxy-phenyl)-4-methyl-thiazole-5-carboxylic acid ethyl ester. This chemical's molecular formula is C18H20N2O3S and molecular weight is 344.43. Its systematic name is called ethyl 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate.

Physical properties of Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate:
(1)ACD/LogP: 4.31; (2)ACD/LogD (pH 5.5): 6; (3)ACD/LogD (pH 7.4): 6; (4)ACD/BCF (pH 5.5): 12705; (5)ACD/BCF (pH 7.4): 12706; (6)ACD/KOC (pH 5.5): 30145; (7)ACD/KOC (pH 7.4): 30146; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 7; (10)Index of Refraction: 1.57; (11)Molar Refractivity: 92.567 cm3; (12)Molar Volume: 282.119 cm3; (13)Surface Tension: 53.922 dyne/cm; (14)Density: 1.221 g/cm3; (15)Flash Point: 254.467 °C; (16)Enthalpy of Vaporization: 76.506 kJ/mol; (17)Boiling Point: 497.149 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1c(OCC(C)C)ccc(c1)c2nc(c(s2)C(=O)OCC)C
(2)InChI: InChI=1/C18H20N2O3S/c1-5-22-18(21)16-12(4)20-17(24-16)13-6-7-15(14(8-13)9-19)23-10-11(2)3/h6-8,11H,5,10H2,1-4H3
(3)InChIKey: OGAZOYHQFBSRMC-UHFFFAOYAM.