CAS No.5202-85-7,2-Amino-5-chlorobenzamide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	5202-85-7
Name:	2-Amino-5-chlorobenzamide
Article Data:	41

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

Synthetic route

: 5922-60-1
2-amino-5-chlorobenzonitrile

: 5202-85-7
2-Amino-5-chlorobenzamide

Conditions

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;

: 4743-17-3
5-Chloroisatoic anhydride

: 5202-85-7
2-Amino-5-chlorobenzamide

Conditions

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

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%

: 635-21-2
5-chloroanthranilic acid

: 5202-85-7
2-Amino-5-chlorobenzamide

Conditions

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

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

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

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

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;

: 4743-17-3
5-Chloroisatoic anhydride

: 7664-41-7
ammonia

: 5202-85-7
2-Amino-5-chlorobenzamide

chloroisatoic acid-anhydride: chloroisatoic acid-anhydride

: 5202-85-7
2-Amino-5-chlorobenzamide

Conditions

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.