3-Cyano-4-isobutyloxythiobenzamide supplier

Name
3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide
EINECS 200-258-5
CAS No. 163597-57-7
Article Data3
CAS DataBase
Density 1.187 g/cm³
Solubility
Melting Point
Formula C₁₂H₁₄N₂OS
Boiling Point 396.194 °C at 760 mmHg
Molecular Weight 234.322
Flash Point 193.411 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide;
PSA 95.67000
LogP 2.94798

Synthetic route

: 3-formyl-4-isobutoxythiobenzamide

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
With formic acid; hydroxylamine hydrochloride; sodium acetate for 5h; Reagent/catalyst; Reflux;	90%

: 161718-81-6
4-isobutoxyisophthalonitrile

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
With hydrogenchloride; thioacetamide In N,N-dimethyl-formamide at 45℃; for 40h;	85%
With hydrogenchloride; thioacetamide In isopropyl alcohol at 40 - 45℃; for 14h;

: 619-72-7
4-nitrobenzonitrile

methylmagnesium halide: methylmagnesium halide

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2.) K2CO3 / 1.) DMSO, 100 deg C, 1 h, 2.) 6 h; 70 deg C 2: 85 percent / thioacetamide, HCl / dimethylformamide / 40 h / 45 °C View Scheme

: 767-00-0
4-cyanophenol

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-Bromosuccinimide; trifluorormethanesulfonic acid / acetonitrile / -15 - 30 °C 2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C 3: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 4: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme
Multi-step reaction with 4 steps 1: potassium iodide / N,N-dimethyl-formamide / 10 h / 60 °C 2: hydrogenchloride / N,N-dimethyl-formamide / 4 h / 80 °C 3: hexamethylenetetramine / 10 h / 75 °C 4: hydroxylamine hydrochloride; sodium acetate; formic acid / 5 h / Reflux View Scheme
Multi-step reaction with 4 steps 1: potassium iodide / N,N-dimethyl-formamide / 10 h / 60 °C 2: magnesium chloride hexahydrate; sodium thiosulfate / N,N-dimethyl-formamide / 1.5 h / 20 °C 3: hexamethylenetetramine / 10 h / 75 °C 4: hydroxylamine hydrochloride; sodium acetate; formic acid / 5 h / Reflux View Scheme

: 615-58-7
2,4-dibromophenol

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: palladium diacetate / dimethyl sulfoxide / 4 h / 40 - 45 °C 2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme
Multi-step reaction with 3 steps 1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme

: 2315-86-8
3-bromo-4-hydroxybenzonitrile

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C 2: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 3: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme

: 34133-58-9
4-hydroxy-isophthalonitrile

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C 2: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme

: 208665-95-6
3-bromo-4-isobutoxybenzonitrile

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C 2: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C View Scheme

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

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: hydrogenchloride / N,N-dimethyl-formamide / 4 h / 80 °C 2: hexamethylenetetramine / 10 h / 75 °C 3: hydroxylamine hydrochloride; sodium acetate; formic acid / 5 h / Reflux View Scheme
Multi-step reaction with 3 steps 1: magnesium chloride hexahydrate; sodium thiosulfate / N,N-dimethyl-formamide / 1.5 h / 20 °C 2: hexamethylenetetramine / 10 h / 75 °C 3: hydroxylamine hydrochloride; sodium acetate; formic acid / 5 h / Reflux View Scheme

: 221076-43-3
4-isobutoxybenzothioamide

: 163597-57-7
3-cyanoisobutoxybenzothioamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hexamethylenetetramine / 10 h / 75 °C 2: hydroxylamine hydrochloride; sodium acetate; formic acid / 5 h / Reflux View Scheme

: 96-34-4
methyl chloroacetate

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: methyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
In ethanol at 100℃; for 2h;	87%

: 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

Conditions	Yield
In ethanol at 100℃; for 2h;	85%

: 107-59-5
tert-Butyl chloroacetate

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: 1139901-88-4
tert-butyl 2-(3’-cyano-4’-isobutoxyphenyl)-4-methylthiazole-5-carboxylate

Conditions

Conditions	Yield
In ethanol at 100℃; for 2h;	85%

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

: 163597-57-7
3-cyanoisobutoxybenzothioamide

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

Conditions

Conditions	Yield
In ethanol at 100℃; for 2h;	306 mg
In toluene Product distribution / selectivity; Reflux;
In ethyl acetate; N,N-dimethyl-formamide at 80 - 85℃; for 22h;
In ethanol for 5h; Reflux;

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: febuxostat

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 306 mg / ethanol / 2 h / 100 °C 2: 35 percent / 1N NaOH / tetrahydrofuran; ethanol / 1 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C View Scheme
Multi-step reaction with 2 steps 1: ethanol / 2 h / 100 °C 2: sodium hydroxide; water / methanol / 60 °C View Scheme

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

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: febuxostat

Conditions

Conditions	Yield
Stage #1: ethyl 2-chloro-3-oxo-butyrate; 3-cyano-4-(2-methylpropoxy)benzothiamide In ethanol at 100℃; for 2h; Stage #2: With ethanol; sodium hydroxide In tetrahydrofuran at 60℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; water

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: 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: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C 3: ethyl acetate; cyclohexane; methanol / 3 h View Scheme
Multi-step reaction with 2 steps 1.1: ethanol / 2 h / 100 °C 1.2: 1 h / 60 °C 2.1: ethyl acetate; cyclohexane; methanol / 3 h View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: 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: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C 2: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C 3: toluene / 10 h View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-N’-(4-hydroxybenzylidene)-4-methylthiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-N’-(4-methoxybenzylidene)-4-methylthiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-4-methyl-N’-((5-(2-nitrophenyl)furan-2-yl)methylene)thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-4-methyl-N’-((5-methylfuran-2-yl)methylene)thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-4-methyl-N’-((5-nitrofuran-2-yl)methylene)thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: 2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-N’-(4-fluoro-3-phenoxybenzylidene)-4-methylthiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: C24H24N4O4S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: C24H24N4O4S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: C25H26N4O4S

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-4-methyl-N’-(4-nitrobenzylidene)thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

: 163597-57-7
3-cyanoisobutoxybenzothioamide

: (E)-2-(3-cyano-4-isobutoxyphenyl)-4-methyl-N’-(2-methylbenzylidene)thiazole-5-carbohydrazide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol / 5 h / Reflux 2: hydrazine hydrate / ethanol / 5 h / Reflux 3: acetic acid / ethanol / 8 h / Reflux View Scheme

3-Cyano-4-isobutyloxythiobenzamide Specification

The systematic name of 3-Cyano-4-isobutyloxythiobenzamide is 3-cyano-4-(2-methylpropoxy)benzenecarbothioamide. With the CAS registry number 163597-57-7, it is also named as Benzenecarbothioamide,3-cyano-4-(2-methylpropoxy)-. In addition, its molecular formula is C₁₂H₁₄N₂OS and its molecular weight is 234.32.

The other characteristics of 3-Cyano-4-isobutyloxythiobenzamide can be summarized as: (1)ACD/LogP: 3.33; (2)# of Rule of 5 Violations: 0; (3)H bond acceptors: 3; (4)H bond donors: 2; (5)Freely Rotating Bonds: 4; (6)Nominal mass: 234; (7)Average mass: 234.3174; (8)Monoisotopic mass: 234.082683; (9)Polar Surface Area: 91.13 Å²; (10)Index of Refraction: 1.593; (11)Molar Refractivity: 66.917 cm³; (12)Molar Volume: 197.452 cm³; (13)Polarizability: 26.528×10^-24cm³; (14)Surface Tension: 57.825 dyne/cm; (15)Density: 1.187 g/cm³; (16)Flash Point: 193.411 °C; (17)Enthalpy of Vaporization: 64.646 kJ/mol; (18)Boiling Point: 396.194 °C at 760 mmHg; (19)Vapour Pressure: 0 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:S=C(c1ccc(OCC(C)C)c(C#N)c1)N
(2)InChI:InChI=1/C12H14N2OS/c1-8(2)7-15-11-4-3-9(12(14)16)5-10(11)6-13/h3-5,8H,7H2,1-2H3,(H2,14,16)
(3)InChIKey:FMHRQJJWJQGSDR-UHFFFAOYAF
(4)Std. InChI:InChI=1S/C12H14N2OS/c1-8(2)7-15-11-4-3-9(12(14)16)5-10(11)6-13/h3-5,8H,7H2,1-2H3,(H2,14,16)
(5)Std. InChIKey:FMHRQJJWJQGSDR-UHFFFAOYSA-N

Product Name

3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide

Synthetic route

3-Cyano-4-isobutyloxythiobenzamide Specification

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