Benzenecarbothioamide,2-hydroxy- supplier

Name
2-HYDROXY-THIOBENZAMIDE
EINECS
CAS No. 7133-90-6
Article Data21
CAS DataBase
Density 1.339 g/cm³
Solubility
Melting Point 119 °C
Formula C₇H₇NOS
Boiling Point 300.009 °C at 760 mmHg
Molecular Weight 153.205
Flash Point 135.241 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms Salicylamide,thio- (6CI,7CI,8CI);2-Hydroxybenzothiamide;2-Hydroxythiobenzamide;Salicylthioamide;Thiosalicylamide;2-hydroxybenzenecarbothioamide;Benzenecarbothioamide, 2-hydroxy-;2-(aminothioxomethyl)phenol;
PSA 78.34000
LogP 1.72670

Synthetic route

: 611-20-1
salicylonitrile

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
With O,S-diethyl-dithiophosphoric acid In water at 80℃; for 6h;	80%
With O,O-Diethyl hydrogen phosphorodithioate In methanol at 80℃; for 12h;	55%
With hydrogen sulfide; triethylamine In pyridine

: 611-20-1
salicylonitrile

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

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
In water at 80℃; for 6h;	80%

(EtO)2 P(S)SH: (EtO)2 P(S)SH

: 873-62-1
m-cyanophenol

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
In water	57%

: 611-20-1
salicylonitrile

aq. NaCl: aq. NaCl

(EtO)2 P(S)SH: (EtO)2 P(S)SH

: 75-09-2
dichloromethane

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water	55%

...Expand

: 65-45-2
salicylamide

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
With Lawessons reagent In tetrahydrofuran at 55℃; for 4h; Inert atmosphere;	50%
With Lawessons reagent In tetrahydrofuran	29%
With tetraphosphorus decasulfide

: 107-15-3
ethylenediamine

: 63963-47-3
6,6'-(1,2,4-Dithiazolidin-3,5-yliden)-bis-2,4-cyclohexadien-1-on

A: 1565-39-5
2-(2-imidazolinyl)phenol

B: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
Yields of byproduct given;	A n/a B 15%
Yield given. Yields of byproduct given;
Mechanism;

...Expand

: 79576-70-8
2-(2-Hydroxyphenyl)-1,3-benzoxazin-4-thion

: 107-15-3
ethylenediamine

A: 1565-39-5
2-(2-imidazolinyl)phenol

B: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
Yield given;

...Expand

: 63963-47-3
6,6'-(1,2,4-Dithiazolidin-3,5-yliden)-bis-2,4-cyclohexadien-1-on

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: various solvent(s) / 180 °C View Scheme

: 118-61-6
2-hydroxy-benzoic acid ethyl ester

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: P2S5 View Scheme

: 119-36-8
methyl salicylate

: 7133-90-6
2-hydroxythiobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alcohol; ammonia / 100 °C 2: P2S5 View Scheme

: 638-07-3
ethyl (2-chloroaceto)acetate

: 7133-90-6
2-hydroxythiobenzamide

: 171017-45-1
<2-(2-hydroxyphenyl)-4-thiazolyl>acetic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran for 60h; Heating;	93%

: 75-09-2
dichloromethane

: 638-07-3
ethyl (2-chloroaceto)acetate

: 7133-90-6
2-hydroxythiobenzamide

: 171017-45-1
<2-(2-hydroxyphenyl)-4-thiazolyl>acetic acid ethyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran	93%

...Expand

: 29310-88-1
3-bromoacetylcoumarin

: 7133-90-6
2-hydroxythiobenzamide

: 175654-92-9
2-(2-hydroxyphenyl)-4-(3-coumarinyl)thiazole

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	90%

: 7133-90-6
2-hydroxythiobenzamide

: 63963-47-3
6,6'-(1,2,4-Dithiazolidin-3,5-yliden)-bis-2,4-cyclohexadien-1-on

Conditions

Conditions	Yield
With bromine In chloroform	88%

: 31949-21-0
bromomethyl 2-methoxyphenyl ketone

: 7133-90-6
2-hydroxythiobenzamide

: C16H13NO2S

Conditions

Conditions	Yield
In ethanol for 4h; Hantzsch Thiazole Synthesis; Reflux;	88%

: 6065-32-3
4-bromocrotonic ethyl ester

: 7133-90-6
2-hydroxythiobenzamide

: C13H15NO3S

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; sodium acetate for 8h; Reflux;	88%

: 15057-21-3
2-bromo-1-(5-nitro-[2]furyl)-ethanone

: 7133-90-6
2-hydroxythiobenzamide

: 2-[4-(5-Nitro-furan-2-yl)-thiazol-2-yl]-phenol

Conditions

Conditions	Yield
In ethanol Heating;	85%

: 7133-90-6
2-hydroxythiobenzamide

: 70-11-1
α-bromoacetophenone

: 2-(2'-hydroxyphenyl)-4-phenylthiazole

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	84%
In ethanol at 20℃; for 5h;	84%
In ethanol Reflux;

: methanol-dichloromethane

: 7133-90-6
2-hydroxythiobenzamide

: 105-36-2
ethyl bromoacetate

: 2-ethoxycarbonylmethylthiobenzamide

Conditions

Conditions	Yield
With potassium carbonate In N-methyl-acetamide	83.4%

...Expand

: hydrotris(3,5-methylphenylpyrazolyl)boratozinc(II) hydroxide

: 7133-90-6
2-hydroxythiobenzamide

: 71-43-2
benzene

: Zn(hydrotris(3,5-phenylmethylpyrazolyl)borate)(salicylthioamide)*benzene

Conditions

Conditions	Yield
In methanol; dichloromethane Zn-complex was dissolved in CH2Cl2, ligand in MeOH was added, stirred atroom temp. overnight under N2; evapd. to dryness on rotary evaporator, dissolved in benzene, filtered, recrystd. by diffusion with pentane; elem. anal.;	81.2%

...Expand

: 7133-90-6
2-hydroxythiobenzamide

: 6305-43-7
1,4-Dibromo-butane-2,3-dione

: 1242469-32-4
C18H12N2O2S2

Conditions

Conditions	Yield
In ethanol for 12h; Hantzsch condensation; Reflux;	80%

: 638-07-3
ethyl (2-chloroaceto)acetate

: 7133-90-6
2-hydroxythiobenzamide

: 104317-54-6
3-hydroxybenzenecarbothioamide

: 171017-48-4
<2-(3-hydroxyphenyl)-4-thiazolyl>acetic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran	78%

...Expand

: 70-23-5
ethyl Bromopyruvate

: 7133-90-6
2-hydroxythiobenzamide

: 27383-13-7
ethyl 2-(2-hydroxyphenyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
In ethanol for 2h; Hantzsch Thiazole Synthesis; Reflux;	71%
In ethanol	52%

: 40086-66-6
2-Bromoacetylpyridine

: 7133-90-6
2-hydroxythiobenzamide

: 1191385-37-1
C14H10N2OS

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	70%

: 7133-90-6
2-hydroxythiobenzamide

: 88735-44-8
3-(2-bromoacetyl)-7-(diethylamino)-2H-chromen-2-one

: 1299474-80-8
2-(2-hydroxyphenyl)-4-[7-(diethylamino)coumarinyl]thiazole

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	68%

: 17823-58-4
ethyl 2-cyano-3,3-di(methylsulfanyl)acrylate

: 7133-90-6
2-hydroxythiobenzamide

: 5-ethoxycarbonyl-2-(2-hydroxyphenyl)-6-imino-4-methylsulfanyl-6H-1,3-thiazine hydroperchlorate

Conditions

Conditions	Yield
With perchloric acid In acetic acid at 60℃; for 0.5h;	67%

: 7133-90-6
2-hydroxythiobenzamide

: 2632-13-5
2-Bromo-4'-methoxyacetophenone

: 2–(5-(4-methoxyphenyl)thiazol-2-yl)phenol

Conditions

Conditions	Yield
In ethanol for 4h; Inert atmosphere; Reflux;	63%
In ethanol for 4h; Inert atmosphere; Reflux;

: 7133-90-6
2-hydroxythiobenzamide

: 613-54-7
2-Bromo-2'-acetonaphthone

: 2-(2-hydroxyphenyl)-4-(2-naphthyl)thiazole

Conditions

Conditions	Yield
In ethanol for 7h; Reflux;	60%

: 7133-90-6
2-hydroxythiobenzamide

: 80480-15-5
1-(bromoacetyl)pyrene

: 2-(2-hydroxyphenyl)-4-(pyren-1-yl)thiazole

Conditions

Conditions	Yield
In ethanol for 7h; Reflux;	58%

: 7520-95-8
2-bromo-1-(4-methyl-2-phenyl-1,3-thiazol-5-yl)-1-ethanone

: 7133-90-6
2-hydroxythiobenzamide

: 2-(4′-methyl-2′-phenyl-4,5′-bisthiazol-2-yl)phenol

Conditions

Conditions	Yield
In acetone at 20℃; for 24h; Hantzsch Thiazole Synthesis;	16%

: 7133-90-6
2-hydroxythiobenzamide

: 611-20-1
salicylonitrile

Conditions

Conditions	Yield
bei der Destillation unter vermindertem Druck;

: 7133-90-6
2-hydroxythiobenzamide

: 2037-95-8
1,3-benzoxazine-2,4-dione

Conditions

Conditions	Yield
With potassium hydroxide; dihydrogen peroxide

: 7133-90-6
2-hydroxythiobenzamide

: 6005-58-9
N',2-dihydroxybenzimidamide

Conditions

Conditions	Yield
With ethanol; hydroxylamine hydrochloride; sodium carbonate
Multi-step reaction with 2 steps 1: bei der Destillation unter vermindertem Druck 2: alcohol; sodium carbonate; hydroxylamine hydrochloride / 90 °C / unter Druck View Scheme

Benzenecarbothioamide,2-hydroxy- Specification

The Benzenecarbothioamide,2-hydroxy-, with the CAS registry number 7133-90-6, has the systematic name of 2-hydroxybenzenecarbothioamide. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C₇H₇NOS.

The characteristics of Benzenecarbothioamide,2-hydroxy- are as followings: (1)ACD/LogP: 1.81; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 13; (6)ACD/BCF (pH 7.4): 12; (7)ACD/KOC (pH 5.5): 215; (8)ACD/KOC (pH 7.4): 198; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 78.34 Å²; (13)Index of Refraction: 1.702; (14)Molar Refractivity: 44.325 cm³; (15)Molar Volume: 114.433 cm³; (16)Polarizability: 17.572×10^-24cm³; (17)Surface Tension: 76.294 dyne/cm; (18)Density: 1.339 g/cm³; (19)Flash Point: 135.241 °C; (20)Enthalpy of Vaporization: 56.164 kJ/mol; (21)Boiling Point: 300.009 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation of Benzenecarbothioamide,2-hydroxy-: This chemical can be prepared by dithiophosphoric acid O,O'-diethyl ester and 2-hydroxy-benzonitrile. The reaction will need reagent H₂O. The reaction time is 6 hours with temperature of 80°C, and the yield is about 80%.

Uses of Benzenecarbothioamide,2-hydroxy-: It can react with 2-bromo-1-(5-nitro-furan-2-yl)-ethanone to produce 2-[4-(5-nitro-furan-2-yl)-thiazol-2-yl]-phenol. This reaction will need menstruum ethanol. And the yield is about 85%.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: S=C(N)c1ccccc1O
(2)InChI: InChI=1/C7H7NOS/c8-7(10)5-3-1-2-4-6(5)9/h1-4,9H,(H2,8,10)
(3)InChIKey: JFYIBFCXQUDFQE-UHFFFAOYAI

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	500mg/kg (500mg/kg)		Therapie. Vol. 8, Pg. 237, 1953.

Product Name

2-HYDROXY-THIOBENZAMIDE

Synthetic route

Benzenecarbothioamide,2-hydroxy- Specification

Related Products

Hot Products