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5-Chlorosalicylamide

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Name

5-Chlorosalicylamide

EINECS N/A
CAS No. 7120-43-6 Density 1.447 g/cm3
PSA 63.32000 LogP 1.84480
Solubility N/A Melting Point 223-226 °C(lit.)
Formula C7H6ClNO2 Boiling Point 301.6 °C at 760 mmHg
Molecular Weight 171.583 Flash Point 136.2 °C
Transport Information N/A Appearance N/A
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 7120-43-6 (5-Chlorosalicylamide) Hazard Symbols IrritantXi
Synonyms

Salicylamide,5-chloro- (6CI,7CI,8CI);2-Hydroxy-5-chlorobenzamide;5-Chloro-2-hydroxybenzamide;NSC 407139;5-Chloro-2-hydeoxybenzamide;5-Chloro Salicylamide;

Article Data 16

5-Chlorosalicylamide Synthetic route

4068-78-4

methyl 5-chloro-2-hydroxybenzoate

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
With ammonia at 20℃; for 48h;78%
With ammonia In water at 0 - 20℃;72.67%
With ammonia
Multi-step reaction with 3 steps
1: toluene / 3 h / 100 - 105 °C
2: H2O / 5 - 10 °C
3: 42 percent Chromat. / ethanol; H2O / 18 h / 35 - 37 °C / rat liver microsomes, pH 7.4
View Scheme
With ammonia In methanol at 60℃; for 24h; Sealed tube;
37540-16-2

5-Chlor-2-hydroxy-benzoesaeure-butylester

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
Stage #1: 5-Chlor-2-hydroxy-benzoesaeure-butylester With ammonia In methanol at 20℃; under 760.051 Torr; for 18 - 24h; Heating / reflux;
Stage #2: With hydrogenchloride In methanol; water at 4℃; pH=~ 4;
118-55-8

phenyl Salicylate

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 3 h / 100 - 105 °C
2: H2O / 5 - 10 °C
3: 49 percent Chromat. / ethanol; H2O / 18 h / 35 - 37 °C / rat liver microsomes, pH 7.4
View Scheme

C9H6ClNO6S

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / 5 - 10 °C
2: 42 percent Chromat. / ethanol; H2O / 18 h / 35 - 37 °C / rat liver microsomes, pH 7.4
View Scheme

C14H9NO6S

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2O / 5 - 10 °C
2: 49 percent Chromat. / ethanol; H2O / 18 h / 35 - 37 °C / rat liver microsomes, pH 7.4
View Scheme
88599-37-5

2-Carbamoyloxy-5-chloro-benzoic acid methyl ester

A

24088-81-1

6-chloro-benzo[e][1,3]oxazine-2,4-dione

B

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
In ethanol; water at 35 - 37℃; for 18h; rat liver microsomes, pH 7.4; Title compound not separated from byproducts;A 12 % Chromat.
B 66 % Chromat.
88599-38-6

2-Carbamoyloxy-5-chloro-benzoic acid ethyl ester

A

24088-81-1

6-chloro-benzo[e][1,3]oxazine-2,4-dione

B

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
In ethanol; water at 35 - 37℃; for 18h; rat liver microsomes, pH 7.4; Title compound not separated from byproducts;A 18 % Chromat.
B 69 % Chromat.
115438-06-7

5-Chloro-2-sulfamoyloxy-benzoic acid methyl ester

A

115438-11-4

6-Chloro-2,2-dioxo-2,3-dihydro-2λ6-benzo[e][1,2,3]oxathiazin-4-one

B

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
In ethanol; water at 35 - 37℃; for 18h; rat liver microsomes, pH 7.4; Title compound not separated from byproducts;A 24 % Chromat.
B 42 % Chromat.
115438-05-6

2-Sulfamoyloxy-benzoic acid phenyl ester

A

115438-11-4

6-Chloro-2,2-dioxo-2,3-dihydro-2λ6-benzo[e][1,2,3]oxathiazin-4-one

B

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
In ethanol; water at 35 - 37℃; for 18h; rat liver microsomes, pH 7.4; Title compound not separated from byproducts;A 17 % Chromat.
B 49 % Chromat.
5485-91-6

2-acetoxy-5-bromo-benzoyl chloride

7120-43-6

5-chlorosalicylamide

Conditions
ConditionsYield
With ammonium hydroxide In tetrahydrofuran Ambient temperature;

5-Chlorosalicylamide Specification

The Benzamide,5-chloro-2-hydroxy-, with the CAS registry number 7120-43-6, has the systematic name and IUPAC name of 5-chloro-2-hydroxybenzamide. It is also called 5-Chlorosalicylamide. And the molecular formula of the chemical is C7H6ClNO2.

The characteristics of Benzamide,5-chloro-2-hydroxy- are as followings: (1)ACD/LogP: 2.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.53; (4)ACD/LogD (pH 7.4): 2.38; (5)ACD/BCF (pH 5.5): 49.07; (6)ACD/BCF (pH 7.4): 35.01; (7)ACD/KOC (pH 5.5): 564.01; (8)ACD/KOC (pH 7.4): 402.41; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.626; (14)Molar Refractivity: 41.95 cm3; (15)Molar Volume: 118.5 cm3; (16)Polarizability: 16.63×10-24cm3; (17)Surface Tension: 62 dyne/cm; (18)Density: 1.447 g/cm3; (19)Flash Point: 136.2 °C; (20)Enthalpy of Vaporization: 56.34 kJ/mol; (21)Boiling Point: 301.6 °C at 760 mmHg; (22)Vapour Pressure: 0.000585 mmHg at 25°C. 

Uses of Benzamide,5-chloro-2-hydroxy-: It can react with furan-3-carbonyl chloride to produce furan-3-carboxylic acid 5-chloro-2-hydroxy-benzoylamide. This reaction will need reagent pyridine. The reaction time is 2 hours with heating, and the yield is about 50%.  


  
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, 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: Clc1cc(C(=O)N)c(O)cc1
(2)InChI: InChI=1/C7H6ClNO2/c8-4-1-2-6(10)5(3-4)7(9)11/h1-3,10H,(H2,9,11)
(3)InChIKey: NNHMQZBVJPQCAK-UHFFFAOYAN

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