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| CAS No.: | 7120-43-6 |
|---|---|
| Name: | 5-Chlorosalicylamide |
| Article Data: | 16 |
| Molecular Structure: | |
|
|
|
| Formula: | C7H6ClNO2 |
| Molecular Weight: | 171.583 |
| Synonyms: | Salicylamide,5-chloro- (6CI,7CI,8CI);2-Hydroxy-5-chlorobenzamide;5-Chloro-2-hydroxybenzamide;NSC 407139;5-Chloro-2-hydeoxybenzamide;5-Chloro Salicylamide; |
| Density: | 1.447 g/cm3 |
| Melting Point: | 223-226 °C(lit.) |
| Boiling Point: | 301.6 °C at 760 mmHg |
| Flash Point: | 136.2 °C |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 63.32000 |
| LogP: | 1.84480 |
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| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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; |
| Conditions | Yield |
|---|---|
| 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 |
- 7120-43-6
5-chlorosalicylamide
| Conditions | Yield |
|---|---|
| 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 |
- 7120-43-6
5-chlorosalicylamide
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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. |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In tetrahydrofuran Ambient temperature; |
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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