4-Hydroxythiobenzamide supplier

Name
4-Hydroxythiobenzamide
EINECS 674-712-0
CAS No. 25984-63-8
Article Data30
CAS DataBase
Density 1.339 g/cm³
Solubility
Melting Point 181-185℃
Formula C₇H₇NOS
Boiling Point 320.394 °C at 760 mmHg
Molecular Weight 153.205
Flash Point 147.57 °C
Transport Information
Appearance Grey white powder
Safety 26-36/37/39
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzamide,p-hydroxythio- (8CI);4-Hydroxybenzenecarbothioamide;4-Hydroxybenzenethiocarboxamide;
PSA 78.34000
LogP 1.72670

Synthetic route

: 767-00-0
4-cyanophenol

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
Stage #1: 4-cyanophenol With sodium hydrogensulfide In water at 20℃; for 0.5h; Stage #2: With hydrogen sulfide at 70℃; under 2068.65 - 2896.11 Torr; for 5.91667 - 6h;	97.57%
With sodium monohydrogen sulfide x-hydrate; ammonium chloride In water; N,N-dimethyl-formamide at 40℃; for 22h; Product distribution / selectivity;	94%
With sodium hydrogen sulfide; triethylamine hydrochloride; triethylamine In ethanol at 5 - 50℃; for 12h; Reagent/catalyst; Solvent; Temperature;	92%

: 699-06-9, 60221-52-5, 60221-53-6
4-hydroxybenzaldehyde oxime

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
With tetraphosphorus decasulfide In toluene at 80 - 85℃; Reagent/catalyst; Temperature; Beckmann Rearrangement;	91.3%

: diethylthiophosphoric acid

: 767-00-0
4-cyanophenol

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
In water; ethyl acetate	87%

: 619-57-8
p-hydroxybenzamide

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
With Lawessons reagent In tetrahydrofuran at 20℃; for 6h;	87%
With Lawessons reagent In 2-methyltetrahydrofuran at 0 - 30℃; for 12h;

: 767-00-0
4-cyanophenol

: 298-06-6
O,O-Diethyl hydrogen phosphorodithioate

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
In water at 80℃; for 1h;	78%

: 16890-86-1
thiocarbamoyl chloride

: 108-95-2
phenol

: 25984-63-8
4-hydroxythiobenzamide

: 767-00-0
4-cyanophenol

: 62-55-5
thioacetamide

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
With polyphosphoric acid In water at 40 - 80℃;
With hydrogenchloride In water at 60℃; for 2h; Time; Temperature; Green chemistry;

: 123-08-0
4-hydroxy-benzaldehyde

: 25984-63-8
4-hydroxythiobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; formic acid; sodium formate / 2 h / 105 °C / Green chemistry 2: hydrogenchloride / water / 2 h / 60 °C / Green chemistry View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide; hydroxylamine hydrochloride / water; methanol / 20 - 25 °C 2: tetraphosphorus decasulfide / toluene / 80 - 85 °C View Scheme

: 25984-63-8
4-hydroxythiobenzamide

: 41104-10-3
acetic acid 4-(2-bromoacetyl)phenyl ester

: acetic acid 4-[2-(4-hydroxyphenyl)-1,3-thiazol-4-yl]phenyl ester

Conditions

Conditions	Yield
In acetonitrile for 1h; Reflux;	99%

: 25984-63-8
4-hydroxythiobenzamide

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

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

Conditions

Conditions	Yield
In ethanol at 65 - 70℃; for 3h;	98%
In spirit at 60 - 65℃; for 2.5h;	90.7%
In isopropyl alcohol at 55 - 85℃; for 3h;	58%

: 25984-63-8
4-hydroxythiobenzamide

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

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

Conditions

Conditions	Yield
In ethanol for 3h; Reflux;	91%
In ethanol for 2h; Reflux;	84%

: 25984-63-8
4-hydroxythiobenzamide

: C21H28O3

: (1S,2R,13R,14S,17R,18S)-17-ethynyl-7-(4-hydroxyphenyl)-2,18-dimethyl-8-thia-6-azapentacyclo[11.7.0.02,10.05,9.014,18]icosa-5(9),6,10-trien-17-ol

Conditions

Conditions	Yield
With acetic acid at 100℃; for 8h;	91%

: 25984-63-8
4-hydroxythiobenzamide

: 2576-47-8
2-bromoethylamine hydrobromide

: 90563-68-1
2-(4-hydroxyphenyl)-4,5-dihydro-1,3-thiazole

Conditions

Conditions	Yield
Stage #1: 4-hydroxythiobenzamide; 2-bromoethylamine hydrobromide In water at 60 - 70℃; for 2.5h; Stage #2: With sodium carbonate In water	90%

: 25984-63-8
4-hydroxythiobenzamide

2-bromoethan-1-amine hydrohalide: 2-bromoethan-1-amine hydrohalide

: 90563-68-1
2-(4-hydroxyphenyl)-4,5-dihydro-1,3-thiazole

Conditions

Conditions	Yield
With water for 2.5h;	90%

: 25984-63-8
4-hydroxythiobenzamide

2-bromoethanamine hydrogen halide salt: 2-bromoethanamine hydrogen halide salt

: 90563-68-1
2-(4-hydroxyphenyl)-4,5-dihydro-1,3-thiazole

Conditions

Conditions	Yield
In water for 2.5h;	90%

: 25984-63-8
4-hydroxythiobenzamide

: 70-23-5
ethyl Bromopyruvate

: ethyl 2-(4-hydroxyphenyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
In ethanol at 70℃; for 2h;	90%
In ethanol at 80℃; for 4h;	89%
In ethanol at 80℃; for 4h;	89%
In ethanol at 80℃; for 4h; Temperature;	88.56%
In ethanol; water at 80℃; for 4h;

: 25984-63-8
4-hydroxythiobenzamide

: 767-00-0
4-cyanophenol

Conditions

Conditions	Yield
With methylene blue; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 25℃; Sealed tube; Irradiation;	88%
With iodine; triethylamine In dichloromethane at 20℃; for 0.5h;	80%
With manganese(IV) oxide In acetone under 760.051 Torr; for 0.5h;	82 %Chromat.

: 25984-63-8
4-hydroxythiobenzamide

: 7660-21-1
3-chloroacetyl acetone

: 2-(4-hydroxyphenyl)-4-methy-5-acetylthiazole

Conditions

Conditions	Yield
In ethanol for 5h; Reflux;	85%

: 25984-63-8
4-hydroxythiobenzamide

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

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

Conditions

Conditions	Yield
In ethanol at 70 - 80℃; for 3h;	82.8%

: 25984-63-8
4-hydroxythiobenzamide

: 152716-92-2
1H-1-(1'-phenylethynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide

A: 2-(4-methoxyphenyl)-4-phenylthiazole

B: 1093215-92-9
potassium 2-iodo-5-methylbenzenesulfonate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 45℃; Inert atmosphere;	A 82% B n/a

...Expand

: 25984-63-8
4-hydroxythiobenzamide

: 616-29-5
1,3-Diamino-2-hydroxypropane

: 4-(1,4,5,6-tetrahydro-5-hydroxy-2-pyrimidinyl)phenol

Conditions

Conditions	Yield
In 1,2-dimethoxyethane for 18h; cycloamination; Heating;	80%

: 25984-63-8
4-hydroxythiobenzamide

: 6065-32-3
4-bromocrotonic ethyl ester

: ethyl 2-(2-(4-hydroxyphenyl)-4,5-dihydrothiazol-4-yl)acetate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; sodium acetate for 8h; Reflux;	80%
In tetrahydrofuran at 65℃; Inert atmosphere;	62%

: 2-bromo-1-(3-methylphenyl)-2-(4-pyridyl)ethanone hydrobromide

: 25984-63-8
4-hydroxythiobenzamide

: 4-[4-(3-methylphenyl)-5-(4-pyridyl)-1,3-thiazol-2-yl]phenol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 14h;	78%

: 25984-63-8
4-hydroxythiobenzamide

: 70-11-1
α-bromoacetophenone

: 2-(4-methoxyphenyl)-4-phenylthiazole

Conditions

Conditions	Yield
In methanol; ethanol; dichloromethane; ethyl acetate	78%

: 25984-63-8
4-hydroxythiobenzamide

: (3-bromo-2-oxopropyl)((tert-butyldiphenylsilyl)imino)(phenyl)-λ6-sulfanone

: C16H14N2O2S2

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; Inert atmosphere;	78%

: 25984-63-8
4-hydroxythiobenzamide

: 88495-63-0
artesunic acid

: C26H33NO8S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;	78%

: 25984-63-8
4-hydroxythiobenzamide

: 152716-87-5
1H-1-(1'-octynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide

A: 2-(4-methoxyphenyl)-4-hexylthiazole

B: 1093215-92-9
potassium 2-iodo-5-methylbenzenesulfonate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 5h;	A 72% B n/a

...Expand

: 25984-63-8
4-hydroxythiobenzamide

: 152716-85-3
1H-1-(1'-hexynyl)-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide

A: 2-(4-methoxyphenyl)-4-butylthiazole

B: 1093215-92-9
potassium 2-iodo-5-methylbenzenesulfonate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 20℃; for 5h;	A 70% B n/a

...Expand

: 2579-22-8
Phenylpropargyl aldehyde

: 25984-63-8
4-hydroxythiobenzamide

: 64-17-5
ethanol

: 4-(5-(ethoxy(phenyl)methyl)thiazol-2-yl)phenol

Conditions

Conditions	Yield
With bromotris(triphenylphosphine)copper(I); Trimethylacetic acid at 60℃; for 8h; Schlenk technique; regioselective reaction;	64%

...Expand

: 25984-63-8
4-hydroxythiobenzamide

: 38194-50-2, 49627-22-7, 53933-60-1, 61812-46-2, 149116-77-8, 32004-68-5
2-(5-fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)acetic acid

: C27H22FNO3S2

Conditions

Conditions	Yield
Stage #1: 2-(5-fluoro-2-methyl-1-(4-(methylsulfinyl)benzylidene)-1H-inden-3-yl)acetic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-hydroxythiobenzamide In acetonitrile at 20℃; for 4h; Inert atmosphere;	62.5%

: 25984-63-8
4-hydroxythiobenzamide

: 141-43-5
ethanolamine

: 81428-58-2
4-(4,5-dihydro-2-oxazolyl)phenol

Conditions

Conditions	Yield
With potassium carbonate In water at 90℃; for 6h;	60%

: 25984-63-8
4-hydroxythiobenzamide

: 7252-83-7
1-bromo-2,2-dimethoxyethane

: 81015-49-8
2-(4-hydroxyphenyl) thiazole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In ethanol at 20 - 90℃; for 24h;	60%
With toluene-4-sulfonic acid In ethanol at 20 - 90℃; for 24h;	60%
With toluene-4-sulfonic acid In ethanol at 20 - 90℃; for 24h;	60%
With toluene-4-sulfonic acid In ethanol at 90℃; for 24h;

: 25984-63-8
4-hydroxythiobenzamide

: 51037-30-0
acipimox

: C13H11N3O3S

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;	59%

4-Hydroxythiobenzamide Chemical Properties

IUPAC Name: 4-[Amino(sulfanyl)methylidene]cyclohexa-2,5-dien-1-one
Synonyms of 4-Hydroxythiobenzamide (CAS NO.25984-63-8): 4-Hydroxybenzene-1-carbothioamide
CAS NO: 25984-63-8
Molecular Formula: C₇H₇NOS
Molecular Weight: 153.20
Molecular Structure:
H bond acceptors: 2
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 78.34 Å²
Index of Refraction: 1.702
Molar Refractivity: 44.325 cm³
Molar Volume: 114.433 cm³
Surface Tension: 76.294 dyne/cm
Density: 1.339 g/cm³
Flash Point: 147.57 °C
Enthalpy of Vaporization: 58.443 kJ/mol
Boiling Point: 320.394 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
SMILES: S=C(N)c1ccc(O)cc1
InChI: InChI=1/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
InChIKey: VDTNKXSVUGXUOJ-UHFFFAOYAV
Std. InChI: InChI=1S/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
Std. InChIKey: VDTNKXSVUGXUOJ-UHFFFAOYSA-N

4-Hydroxythiobenzamide Safety Profile

Safety Information about 4-Hydroxythiobenzamide (CAS NO.25984-63-8):
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.

Product Name

4-Hydroxythiobenzamide

Synthetic route

4-Hydroxythiobenzamide Chemical Properties

4-Hydroxythiobenzamide Safety Profile

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