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| CAS No.: | 5202-85-7 |
|---|---|
| Name: | 2-Amino-5-chlorobenzamide |
| Molecular Structure: | |
|
|
|
| Formula: | C7H7ClN2O |
| Molecular Weight: | 170.598 |
| Synonyms: | 5-Chloroanthranilamide;NSC 142032; |
| EINECS: | 225-990-3 |
| Density: | 1.394 g/cm3 |
| Melting Point: | 169-171 °C |
| Boiling Point: | 290.1 °C at 760 mmHg |
| Flash Point: | 129.3 °C |
| Appearance: | White crystal |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 36/37/38-20/21/22 |
| Safety: | 26-36/37/39 |
| PSA: | 69.11000 |
| LogP: | 2.30260 |
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| Conditions | Yield |
|---|---|
| With silica-gel-supported sulfuric acid In toluene for 2.5h; Inert atmosphere; Reflux; | 97% |
| With water; potassium carbonate In water at 150℃; for 0.5h; Microwave irradiation; | 89% |
| With potassium hydroxide; ethanol Heating / reflux; |
| Conditions | Yield |
|---|---|
| With ammonia In tetrahydrofuran at 0 - 20℃; | 91% |
| With ammonium hydroxide for 4h; Ambient temperature; | 88% |
| With ammonia In tetrahydrofuran Ambient temperature; | 81% |
- 17630-76-1
5-chloroindole 2,3-dione
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With ammonium hydroxide; dihydrogen peroxide In dimethyl sulfoxide at 20 - 30℃; for 4h; Sealed tube; | 87% |
| With ammonia In methanol; acetonitrile at 20℃; for 5h; Electrolysis; | 61% |
| Conditions | Yield |
|---|---|
| Stage #1: 5-chloroanthranilic acid With bis(trichloromethyl) carbonate In tetrahydrofuran at 65℃; for 16h; Stage #2: With ammonium hydroxide at 65℃; for 1h; | 85% |
| With ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 20℃; | |
| Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 0.5 h / -10 °C 1.2: -10 - 25 °C 2.1: ammonium carbonate / 1,4-dioxane / 60 °C View Scheme |
- 34662-31-2
3-chloro-6-nitrobenzonitrile
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With aceton-washed saccharomyces cerevisiae In water; dimethyl sulfoxide at 32℃; | 69% |
- 910230-30-7
2-amino-5-chlorobenzoic chloride
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With ammonia at 0℃; for 0.5h; | 68% |
- 131002-02-3
2-bromo-5-chlorobenzamide
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With copper(l) iodide; sodium azide; ethanol; caesium carbonate at 20 - 95℃; Inert atmosphere; Sealed tube; | 66% |
- 28144-70-9
anthranilic acid amide
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With thermophilic flavin reductase from Bacillussubtilis WU-S2B; tryptophan halogenase from Streptomyces violaceusniger strain SPC6; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 20℃; for 24h; pH=7.2; Catalytic behavior; Enzymatic reaction; regioselective reaction; | 19% |
| With Streptomyces rugosporus halogenase; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.4; Enzymatic reaction; regioselective reaction; | |
| With D-glucose; flavin reductase from Escherichia coli; GDH2; wild type tryptophan 6-halogenase from Streptomyces toxytricini; flavin adenine dinucleotide; NADH; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7; Enzymatic reaction; regioselective reaction; |
- 5202-85-7
2-Amino-5-chlorobenzamide
| Conditions | Yield |
|---|---|
| With ammonia |
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Specification
The IUPAC name of 2-Amino-5-chlorobenzamide is 2-amino-5-chlorobenzamide. With the CAS registry number 5202-85-7, it is also named as 5-Chloroanthranilamide. The product's categories are Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Benzoic acid Series. Besides, it is white crystal, which should be sealed in dark, cool and dry place. In addition, its molecular formula is C7H7ClN2O and molecular weight is 170.60.
The other characteristics of this product can be summarized as: (1)EINECS: 225-990-3; (2)ACD/LogP: 1.45; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.45; (5)ACD/LogD (pH 7.4): 1.45; (6)ACD/BCF (pH 5.5): 7.41; (7)ACD/BCF (pH 7.4): 7.41; (8)ACD/KOC (pH 5.5): 145.94; (9)ACD/KOC (pH 7.4): 146.02; (10)H bond acceptors: 3; (11)H bond donors: 4; (12)Freely Rotating Bonds: 2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 44.31 cm3; (15)Molar Volume: 122.3 cm3; (16)Surface Tension: 62 dyne/cm; (17)Density: 1.394 g/cm3; (18)Flash Point: 129.3 °C; (19)Melting Point: 169-171 °C; (20)Enthalpy of Vaporization: 52.95 kJ/mol; (21)Boiling Point: 290.1 °C at 760 mmHg; (22)Vapour Pressure: 0.00211 mmHg at 25 °C.
Preparation of 2-Amino-5-chlorobenzamide: this chemical can be prepared by 6-Chloro-1H-benzo[d][1,3]oxazine-2,4-dione.
This reaction needs 2% NH3 at ambient temperature for 4 hours. The yield is 88 %.
Uses of 2-Amino-5-chlorobenzamide: it can react with 2-Azido-benzoyl chloride to get 2-Azido-5'-chloro-2'-carboxamidobenzanilide.
This reaction will needs Pyridine at ambient temperature for 1 hour. The yield is 92 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. And this product is harmful by inhalation, in contact with skin and if swallowed. You should wear suitable protective clothing, gloves and eye/face protection when use it. Moreover, in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES:Clc1cc(C(=O)N)c(N)cc1
(2)InChI:InChI=1/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(3)InChIKey:DNRVZOZGQHHDAT-UHFFFAOYAR ; (4)Std. InChI:InChI=1S/C7H7ClN2O/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3H,9H2,(H2,10,11)
(5)Std. InChIKey:DNRVZOZGQHHDAT-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LDLo | intraperitoneal | 56mg/kg (56mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Journal of Pharmaceutical Sciences. Vol. 60, Pg. 703, 1971. |