4-Amino-3,5-dichlorobenzoic acid supplier

Name
4-AMINO-3,5-DICHLOROBENZOIC ACID
EINECS 260-468-9
CAS No. 56961-25-2
Article Data16
CAS DataBase
Density 1.607 g/cm³
Solubility
Melting Point 290-293 °C(lit.)
Formula C₇H₅Cl₂NO₂
Boiling Point 344.2 °C at 760 mmHg
Molecular Weight 206.028
Flash Point 162 °C
Transport Information
Appearance Cream powder
Safety 26-36
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 3,5-Dichloro-4-aminobenzoicacid;NSC 100894;
PSA 63.32000
LogP 2.85500

Synthetic route

: 150-13-0
4-amino-benzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; acetic acid In water at 60℃; for 4h; Solvent;	60%
With sulfuryl dichloride In acetic acid at 60℃; for 1.41667h;	45%
With sulfuryl dichloride; acetic acid
With sulfuryl dichloride; chloroform
With hydrogenchloride; potassium chlorate; sodium acetate; acetic acid

: 881180-72-9
N-(3.5-dichloro-4-amino-benzoyl)-L-glutamic acid

A: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

B: 149-87-1
Pyroglutamic acid

Conditions

Conditions	Yield
at 240℃;

: 98588-83-1
3,5-dichloro-4-acetamidobenzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 150-13-0
4-amino-benzoic acid

A: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

B: 634-93-5
2,4,6-trichloroaniline

Conditions

Conditions	Yield
With chlorine; acetic acid

: 62-23-7
4-nitro-benzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With aluminium trichloride; sodium chloride; tin(ll) chloride

: 556-08-1
p-(acetylamino)benzoic acid

A: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

B: 2486-71-7
4-amino-3-chlorobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; chlorine; acetic acid 1.) RT, overnight, 2) reflux, 30 min; Multistep reaction. Title compound not separated from byproducts;	A n/a B 85 % Spectr.
With hydrogenchloride; chlorine; acetic acid 1.) RT, overnight, 2.) reflux, 30 min; Yield given. Multistep reaction;

: 94-09-7
p-aminoethylbenzoate

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
(i) aq. H2O2, aq. HCl, (ii) aq. NaOH; Multistep reaction;

: 7782-50-5
chlorine

: 150-13-0
4-amino-benzoic acid

: 64-19-7
acetic acid

A: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

B: 634-93-5
2,4,6-trichloroaniline

Conditions

Conditions	Yield
at 20℃;

...Expand

: 7647-01-0
hydrogenchloride

: 150-13-0
4-amino-benzoic acid

potassium chlorate: potassium chlorate

A: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

B: 634-93-5
2,4,6-trichloroaniline

...Expand

: 556-08-1
p-(acetylamino)benzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; chlorine 2: aqueous NaOH View Scheme

: 150-13-0
4-amino-benzoic acid

: 619-45-4
4-methoxycarbonyl aniline

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 69708-32-3
2,6-dichloro-1-nitrobenzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With sodium azide; sulfuric acid In chloroform at 45℃; for 5h; Temperature; Cooling with ice;

: 51-36-5
3,5-dichlorobenzoic acid

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / 5 h / 100 °C / Cooling with ice 2: sulfuric acid; sodium azide / chloroform / 5 h / 45 °C / Cooling with ice View Scheme

: 64-17-5
ethanol

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 74878-31-2
4-amino-3,5-dichlorobenzoic acid ethyl ester

Conditions

Conditions	Yield
With thionyl chloride at 60℃; for 18h;	100%
With thionyl chloride at 60℃; for 18h;	100%

: 67-56-1
methanol

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 41727-48-4
methyl 4-amino-3,5-dichlorobenzoate

Conditions

Conditions	Yield
Stage #1: methanol With thionyl chloride at -4 - 0℃; for 1.58333h; Stage #2: 4-amino-3,5-dichlorobenzoic acid at 15 - 30℃; for 72h;	100%
With thionyl chloride at 0 - 20℃; for 16h;	9.4 g

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 10523-68-9
adamantan-2-amine hydrochloride

: N-(2-adamantyl)-4-amino-3,5-dichlorobenzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In ethyl acetate at 20℃; for 22h;	100%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 100-39-0
benzyl bromide

: 3,5-dichloro-4-dibenzylaminobenzoic acid

Conditions

Conditions	Yield
Stage #1: 4-amino-3,5-dichlorobenzoic acid; benzyl bromide With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 16.166h; Stage #2: With hydrogenchloride In tetrahydrofuran; water; N,N-dimethyl-formamide at 0℃;	88%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 608-31-1
2,6-Dichloroaniline

Conditions

Conditions	Yield
With copper(I) oxide In quinoline at 220℃; for 6h; Autoclave;	85%
In water	80%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 665-66-7
amantadine hydrochloride

: N-(1-adamantyl)-4-amino-3,5-dichlorobenzamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In ethyl acetate at 20℃; for 22h;	84%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 108-95-2
phenol

: 2',6'-dichloro-4-hydroxyazobenzene-4'-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 4-amino-3,5-dichlorobenzoic acid With sulfuric acid; sodium nitrite In water; acetic acid at 5℃; for 0.5h; Stage #2: phenol With sodium hydroxide In water at 5℃; Stage #3: With hydrogenchloride In water	82%

: 22776-74-5
4-Azatricyclo[4.3.1.1(3,8)]undecane

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: (4-amino-3,5-dichloro-phenyl)-(4-aza-tricyclo[4.3.1.13,8]undec-4-yl)-methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 53460-46-1
1,3,3-trimethyl-6-azabicyclo[3.2.1]octane

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: (4-amino-3,5-dichloro-phenyl)-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]oct-6-yl)-methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 3717-38-2
1-adamantane-methylamine

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: N-adamantan-1-yl-4-amino-3,5-dichloro-N-methyl-benzamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 824-82-8
N-cyclopropylcyclohexylamine

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 4-amino-3,5-dichloro-N-cyclohexyl-N-cyclopropyl-benzamide

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 286947-23-7
3-benzyl-3,6-diazabicyclo[3.2.1]octane

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: (4-amino-3,5-dichloro-phenyl)-(3-benzyl-3,6-diaza-bicyclo[3.2.1]oct-6-yl)-methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 4-cyclopropylamino-cyclohexanecarboxylic acid ethyl ester

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 918648-98-3
4-[(4-amino-3,5-dichloro-benzoyl)-cyclopropyl-amino]-cyclohexanecarboxylic acid ethyl ester

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 96097-97-1
1-(phenylmethyl)octahydro-1,5-diazocine

: (4-amino-3,5-dichloro-phenyl)-(5-benzyl-[1,5]diazocan-1-yl)-methanone

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	70%

: {2-[2-(2-Benzyloxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-pyrrolidin-1-yl]-1-methyl-2-oxo-ethyl}-carbamic Acid tert-Butyl Ester

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: [1-[2-(4-Amino-3,5-dichloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic Acid (2-Benzyloxy-5-oxo-tetrahydro-furan-3-yl)-amide]

Conditions

Conditions	Yield
	70%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 58991-40-5
3,5-dichloro-4-aminobenzoylchloride

Conditions

Conditions	Yield
With phosphorus pentachloride In chlorobenzene at 90℃; Substitution; chlorination;	68.8%
With phosphorus pentachloride; chlorobenzene

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 137-07-5
2-amino-benzenethiol

: 4-Benzothiazol-2-yl-2,6-dichloro-phenylamine

Conditions

Conditions	Yield
With PPA at 220℃; for 4h;	64%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 134179-38-7
2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethylamine

: 4-amino-N-(11-azido-3,6,9-trioxaundecyl)-3,5-dichlorobenzamide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 1.5h; Inert atmosphere;	61.4%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 179024-54-5
3-amino-9-methyl-1-phenyl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

: 4-amino-3,5-dichloro-N-(9-methyl-4-oxo-1-phenyl-3,4,6,7-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-3-yl)-benzamide

Conditions

Conditions	Yield
With O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	56.3%
With O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane Condensation;

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 6640-24-0
N-(m-chlorophenyl)piperazine

: C17H16Cl3N3O

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 50℃;	47%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: C14H15N*ClH

: (4-amino-3,5-dichlorophenyl)(3-azahexacyclo[7.6.0.01,5.05,12.06,10.011,15]pentadeca-7,13-dien-3-yl)methanone

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine In ethyl acetate; N,N-dimethyl-formamide at 20℃;	47%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 197895-08-2
(R)-3,9-diamino-1-phenyl-6,7-dihydro-3H-[1,4]diazepino[6,7,1-hi]indol-4-one

: 197894-77-2
(3R)-4-amino-N-(9-amino-4-oxo-1-phenyl-3,4,6,7-tetrahydro[1,4]diazepino [6,7,1-hi]indol-3-yl)-3,5-dichlorobenzamide

Conditions

Conditions	Yield
With O-[(ethoxycarbonyl)cyanomethyleneamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	43%

: 71322-99-1
2-methyl-4-oxopiperidine

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 1-(4-amino-3,5-dichloro-benzoyl)-2-methyl-piperidin-4-one

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	40%

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: (2RS,6RS)-2,6-dimethylpiperidin-4-one

: (2R,6R)-1-(4-Amino-3,5-dichloro-benzoyl)-2,6-dimethyl-piperidin-4-one

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 100℃; for 12h;	40%

: 186581-53-3, 908094-01-9
diazomethane

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 41727-48-4
methyl 4-amino-3,5-dichlorobenzoate

Conditions

Conditions	Yield
With acetone

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 51-36-5
3,5-dichlorobenzoic acid

Conditions

Conditions	Yield
With potassium disulphite; nitric acid Diazotization.Erwaermen der Diazoloesung mit Alkohol und Kupfersulfat;
With hydrogenchloride; copper(l) chloride; sodium nitrite 1) DMF 2) a) 30 min, 0-5 deg C b) 1h, r.t. c) 70 deg C; Yield given. Multistep reaction;

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

A: 51-36-5
3,5-dichlorobenzoic acid

B: 618-62-2
3,5-dichloro-1-nitrobenzene

Conditions

Conditions	Yield
With potassium disulphite; nitric acid Diazotization.Erwaermen der mit Eiswasser verduennten Diazoniumsalz-Loesung mit Alkohol in Gegenwart von Kupfersulfat;

: 56961-25-2
4-amino-3,5-dichlorobenzoic acid

: 2,6-dichloro-4,N-dinitro-aniline

Conditions

Conditions	Yield
With nitric acid at 0℃;

4-Amino-3,5-dichlorobenzoic acid Specification

The CAS registry number of Benzoic acid,4-amino-3,5-dichloro- is 56961-25-2. Its EINECS registry number is 260-468-9. The IUPAC name is 4-amino-3,5-dichlorobenzoic acid. In addition, the molecular formula is C₇H₅Cl₂NO₂ and the molecular weight is 206.03. It is also called 3,5-dichloro-4-aminobenzoicacid. What's more, it is a kind of cream powder and belongs to the classes of Aminoacid; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Aromatic Amino Acids; Peptide Synthesis; Unnatural Amino Acid Derivatives.

Physical properties about this chemical are: (1)ACD/LogP: 3.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.23; (4)ACD/LogD (pH 7.4): 0.71; (5)ACD/BCF (pH 5.5): 13.69; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 91.76; (8)ACD/KOC (pH 7.4): 2.74; (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: 1.658; (14)Molar Refractivity: 47.2 cm³; (15)Molar Volume: 128.1 cm³; (16)Polarizability: 18.71 ×10^-24cm³; (17)Surface Tension: 67.2 dyne/cm; (18)Density: 1.607 g/cm³; (19)Flash Point: 162 °C; (20)Enthalpy of Vaporization: 62.07 kJ/mol; (21)Boiling Point: 344.2 °C at 760 mmHg; (22)Vapour Pressure: 2.56E-05 mmHg at 25°C.

Preparation of Benzoic acid,4-amino-3,5-dichloro-: it can be prepared by 4-amino-benzoic acid. This reaction will need reagent SO₂Cl₂ and solvent acetic acid. The reaction time is 85 minutes at reaction temperature of 60 °C. The yield is about 45%.

Uses of Benzoic acid,4-amino-3,5-dichloro-: it can be used to get 4-amino-3,5-dichloro-benzoyl chloride. This reaction will need reagent PCl₅ and solvent chlorobenzene. The yield is about 68.8% at reaction temperature of 90 °C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. And it is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1cc(cc(Cl)c1N)C(=O)O
(2)InChI: InChI=1/C7H5Cl2NO2/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2H,10H2,(H,11,12)
(3)InChIKey: UHXYYTSWBYTDPD-UHFFFAOYAX

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	4618mg/kg (4618mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 15, Pg. 741, 1984.

Product Name

4-AMINO-3,5-DICHLOROBENZOIC ACID

Synthetic route

4-Amino-3,5-dichlorobenzoic acid Specification

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