3,5-Diaminobenzoic acid supplier

Name
3,5-Diaminobenzoic acid
EINECS 208-621-0
CAS No. 535-87-5
Article Data28
CAS DataBase
Density 1.428 g/cm³
Solubility Very soluble in water.
Melting Point 235-238 °C (dec.)(lit.)
Formula C₇H₈N₂O₂
Boiling Point 459.1 °C at 760 mmHg
Molecular Weight 152.153
Flash Point 231.5 °C
Transport Information
Appearance White to grey powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms BRN 2086484;CCRIS 2885;
PSA 89.34000
LogP 1.71160

Synthetic route

: 99-34-3
3,5-dinitrobenzoic acid

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;	99%
With sodium hydroxide In water at 25 - 30℃; under 1500.15 Torr; pH=7 - 8; Reagent/catalyst; Pressure;	98.8%
With hydrazine hydrate In neat (no solvent) at 20℃; for 0.5h; chemoselective reaction;	96%

: 618-58-6
3,5-dibromobenzoic acid

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;	92%

: 4277-02-5
3,5-dinitrophthalic acid

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin

: 99-34-3
3,5-dinitrobenzoic acid

ammonium sulfide: ammonium sulfide

: 535-87-5
3.5-diaminobenzoic acid

: 99-34-3
3,5-dinitrobenzoic acid

: 7732-18-5
water

ammonium sulfide: ammonium sulfide

: 535-87-5
3.5-diaminobenzoic acid

...Expand

: 7647-01-0
hydrogenchloride

: 99-34-3
3,5-dinitrobenzoic acid

tin: tin

: 535-87-5
3.5-diaminobenzoic acid

...Expand

: 7647-01-0
hydrogenchloride

: 4277-02-5
3,5-dinitrophthalic acid

tin: tin

: 535-87-5
3.5-diaminobenzoic acid

...Expand

: 368-53-6
5-(trifluoromethyl)benzene-1,3-diamine

A: C14H13F3N4O

B: C14H14N4O3

C: C21H19F3N6O2

D: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
In water for 8h; UV-irradiation; Title compound not separated from byproducts.;

...Expand

: 401-99-0
3,5-dinitrobenzotrifluoride

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / hydrogen / Pd/C / methanol / 20 °C 2: H2O / 8 h / UV-irradiation View Scheme

: 65-85-0
benzoic acid

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3+H2SO4 2: ammonia; hydrogen sulfide View Scheme
Multi-step reaction with 2 steps 1: HNO3+H2SO4 2: hydrogen sulfide; ammonia View Scheme

: 81417-03-0
2.4.5.7-Tetranitro-1-oxy-naphthalin

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid / 100 °C 2: tin; hydrochloric acid View Scheme

: 99-34-3
3,5-dinitrobenzoic acid

A: 618-84-8
3-amino-5-nitro-benzoic acid

B: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogen In methanol at 20℃; under 750.075 Torr; for 2h; chemoselective reaction;

: C22H22N2O4

: 535-87-5
3.5-diaminobenzoic acid

Conditions

Conditions	Yield
In ethanol; dichloromethane at 25℃; Kinetics;

: 1927-94-2
3-chlorosalicylaldehyde

: 535-87-5
3.5-diaminobenzoic acid

: 3,5-bis{[(E)-3-chloro-2-hydroxybenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	99%

: 535-87-5
3.5-diaminobenzoic acid

: 98-88-4
benzoyl chloride

: 194731-58-3
3,5-bis(benzoylamino)benzoic acid

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 0℃; for 3h;	98.6%

: 535-87-5
3.5-diaminobenzoic acid

: 139-85-5
3,4-dihydroxybenzaldehyde

: C21H16N2O6

Conditions

Conditions	Yield
In methanol at 85℃; for 3h;	98%

: 535-87-5
3.5-diaminobenzoic acid

: 1107-00-2
4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

polymer, inherent viscosity 0.76 dl/g; monomer(s): 3,5-diaminobenzoic acid; 4,4\-(hexafluoroisopropylidene)diphthalic anhydride: polymer, inherent viscosity 0.76 dl/g; monomer(s): 3,5-diaminobenzoic acid; 4,4\-(hexafluoroisopropylidene)diphthalic anhydride

Conditions

Conditions	Yield
In various solvent(s) at 200℃;	97.3%

: 535-87-5
3.5-diaminobenzoic acid

: 1107-00-2
4,4'-(1,1,1,3,3,3-hexafluoroisopropylidene)diphthalic anhydride

Reaxys ID: 11558590: Reaxys ID: 11558590

Conditions

Conditions	Yield
In 3-methyl-phenol at 60 - 200℃;	97%

: 1761-62-2
5-iodosalicyclaldehyde

: 535-87-5
3.5-diaminobenzoic acid

: 3,5-bis{[(E)-2-hydroxy-5-iodobenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	97%

: 2631-77-8
3,5-diodosalicylaldehyde

: 535-87-5
3.5-diaminobenzoic acid

: 3,5-bis{[(E)-2-hydroxy-3,5-diiodobenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	97%

: 67-56-1
methanol

: 535-87-5
3.5-diaminobenzoic acid

: 1949-55-9
methyl 3,5-diaminobenzoate

Conditions

Conditions	Yield
With hydrogenchloride	96%
With thionyl chloride ice-NaCl cold bath, 45 min, 40 deg C, 4 h;	94%
With sulfuric acid at 90℃; for 6h; Cooling with ice; Reflux;	89%

: 24424-99-5
di-tert-butyl dicarbonate

: 535-87-5
3.5-diaminobenzoic acid

: 133887-83-9
3,5-di-(tert-butyloxycarbonylamino)benzoic acid

Conditions

Conditions	Yield
With triethylamine In methanol	96%
In 1-methyl-pyrrolidin-2-one at 0 - 20℃; Inert atmosphere;	94%
With sodium hydroxide In tert-butyl alcohol at 20℃; for 16h;	87%

: 108-31-6
maleic anhydride

: 535-87-5
3.5-diaminobenzoic acid

: C15H12N2O8

Conditions

Conditions	Yield
In chloroform for 20h; Reflux;	96%

: 535-87-5
3.5-diaminobenzoic acid

: 2144-08-3
2,3,4-trihydroxybenzylaldehyde

: C21H16N2O8

Conditions

Conditions	Yield
In methanol at 85℃; for 3h;	96%

: 108-31-6
maleic anhydride

: 535-87-5
3.5-diaminobenzoic acid

: 98704-22-4
3,5-bis(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 1h;	94%
Stage #1: maleic anhydride; 3.5-diaminobenzoic acid In chloroform for 20h; Heating; Stage #2: With sodium acetate; acetic anhydride at 100℃; for 1.5h; Further stages.;	72%
Stage #1: maleic anhydride; 3.5-diaminobenzoic acid In chloroform for 20h; Reflux; Stage #2: With sodium acetate; acetic anhydride at 100℃; for 2h;	69%

: 64-17-5
ethanol

: 535-87-5
3.5-diaminobenzoic acid

: 1949-51-5
3,5-diaminobenzoic acid ethyl ester

Conditions

Conditions	Yield
With sulfuric acid at 20℃; for 72h; Reflux;	94%
With thionyl chloride for 24h; Heating;	93%
With thionyl chloride In ethanol at 0℃; Inert atmosphere; Reflux;	91%
With sulfuric acid for 18h; Heating;	90%

: 1207-69-8
9-Chloroacridine

: 535-87-5
3.5-diaminobenzoic acid

: 655238-61-2
3-(9-acridinylamino)-5-aminobenzoic acid

Conditions

Conditions	Yield
With 4-methyl-morpholine In ethanol; chloroform	94%

: 535-87-5
3.5-diaminobenzoic acid

: 407-25-0
trifluoroacetic anhydride

: 3,5-bis(trifluoroacetamido)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 25℃; for 3h;	94%
In tetrahydrofuran at 0 - 30℃; for 6h; Inert atmosphere;	94%

: 535-87-5
3.5-diaminobenzoic acid

: 555-16-8
4-nitrobenzaldehdye

: 3,5-bis(4-nitrobenzylideneamino)benzoic acid

Conditions

Conditions	Yield
In methanol at 20℃;	93%

: 616-02-4
citraconic acid anhydride

: 535-87-5
3.5-diaminobenzoic acid

: 143659-09-0
3,5-bis(3-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoic acid

Conditions

Conditions	Yield
Stage #1: citraconic acid anhydride; 3.5-diaminobenzoic acid In acetone at 25℃; for 2h; Stage #2: With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride In N,N-dimethyl-formamide; toluene for 5h; Reflux;	92%

: 535-87-5
3.5-diaminobenzoic acid

: 90-02-8
salicylaldehyde

: 3,5-bis{[(E)-2-hydroxybenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	92%

: 535-87-5
3.5-diaminobenzoic acid

: 215124-03-1
5-chloro-3-iodosalicylaldehyde

: 3,5-bis{[(E)-5-chloro-2-hydroxy-3-iodobenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	92%

: 535-87-5
3.5-diaminobenzoic acid

: 108-24-7
acetic anhydride

: 7743-39-7
3,5-bis(acetamido)benzoic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 20℃;	91%

: 2420-26-0
4-chlorosalicylaldehyde

: 535-87-5
3.5-diaminobenzoic acid

: 3,5-bis{[(E)-4-chloro-2-hydroxybenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	91%

: 535-87-5
3.5-diaminobenzoic acid

: 19652-32-5
3-bromo-5-chlorosalicylaldehyde

: 3,5-bis{[(E)-3-bromo-5-chloro-2-hydroxybenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	91%

: 108-31-6
maleic anhydride

: 535-87-5
3.5-diaminobenzoic acid

: C11H10N2O5

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 6h;	90.7%

: 535-87-5
3.5-diaminobenzoic acid

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 248602-44-0
3,5-bis((((9H-fluoren-9-yl)methoxy)carbonyl)amino)benzoic acid

Conditions

Conditions	Yield
With sodium carbonate In tetrahydrofuran; water at 20℃;	90%
With sodium hydrogencarbonate In 1,4-dioxane at 0 - 20℃; for 9h;	72%
With sodium hydrogencarbonate In water

: 535-87-5
3.5-diaminobenzoic acid

: 37710-66-0
N,N'-hexamethylenedi(trimellitimidic acid) dichloride

polymer; monomer(s): N,N\-hexamethylenedi(trimellitimidic acid) dichloride; 3,5-diaminobenzoic acid: polymer; monomer(s): N,N\-hexamethylenedi(trimellitimidic acid) dichloride; 3,5-diaminobenzoic acid

Conditions

Conditions	Yield
Stage #1: 3.5-diaminobenzoic acid; N,N'-hexamethylenedi(trimellitimidic acid) dichloride In 1-methyl-pyrrolidin-2-one at -10℃; for 0.5h; Stage #2: With methyloxirane In 1-methyl-pyrrolidin-2-one at 20℃; for 4h;	90%

: 535-87-5
3.5-diaminobenzoic acid

: 79-04-9
chloroacetyl chloride

: 3,5-bis(2-chloroacetamido)benzoic acid

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 2h; Cooling;	90%

: 535-87-5
3.5-diaminobenzoic acid

: 635-93-8
5-chlorosalicyclaldehyde

: 3,5-bis{[(E)-5-chloro-2-hydroxybenzylidene]amino}benzoic acid

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	90%

: 535-87-5
3.5-diaminobenzoic acid

: 1949-55-9
methyl 3,5-diaminobenzoate

Conditions

Conditions	Yield
With sulfuric acid In methanol at 90℃; for 6h;	89%
With thionyl chloride In methanol	60%

3,5-Diaminobenzoic acid Consensus Reports

Reported in EPA TSCA Inventory.

3,5-Diaminobenzoic acid Specification

The IUPAC name of this product is 3,5-diaminobenzoic acid . With the CAS registry number 535-87-5, it is also named as Benzoic acid, 3,5-diamino- ; 4-14-00-01304 (Beilstein Handbook Reference) ; AI3-52307 ; BRN 2086484 ; CCRIS 2885 . The product's categories are organic acids, aromatic amino acids fluorescent probes, labels, particles and stains, unnatural amino acid derivatives.

The 3,5-Diaminobenzoic acid is white to grey powder which is slightly soluble in water, soluble in alcohol and ether . When heated to decomposition it emits toxic vapors of NO_x. This product is used as pharmaceutical intermediates. It is also used as intermediate in organic synthesis and is the raw materials of drug Amidotrizoic acid. 3,5-Diaminobenzoic acid is obtained by benzoic acid with nitration and reduction.

This product is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36:Wear suitable protective clothing. If you want to contact this product, you must wear suitable gloves and eye/face protection.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.29 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): -1.31 ; (4)ACD/LogD (pH 7.4): -2.9 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 1.6 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 4 ; (10)#H bond donors: 5 ; (11)#Freely Rotating Bonds: 3 ; (12)Index of Refraction: 1.71 ; (13)Molar Refractivity: 41.65 cm³ ; (14)Molar Volume: 106.5 cm³ ; (15)Polarizability: 16.51×10^-24 cm³ ; (16)Surface Tension: 82.5 dyne/cm ; (17)Enthalpy of Vaporization: 75.82 kJ/mol ; (18)Vapour Pressure: 3.17E-09 mmHg at 25°C ; (19)Rotatable Bond Count: 1 ; (20)Exact Mass: 152.058578 ; (21)MonoIsotopic Mass: 152.058578 ; (22)Topological Polar Surface Area: 89.3 ; (23)Heavy Atom Count: 11.

People can use the following data to convert to the molecule structure. SMILES: O=C(O)c1cc(N)cc(N)c1; InChI: InChI=1/C7H8N2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3H,8-9H2,(H,10,11). 3,5-Diaminobenzoic acid has many suppliers, such as Epochem Co., Ltd., Satachem Co., Ltd., Changzhou Sunchem Chemical Co., Ltd. and Changzhou Sunlight Pharmaceutical Co., Ltd..

Product Name

3,5-Diaminobenzoic acid

Synthetic route

3,5-Diaminobenzoic acid Consensus Reports

3,5-Diaminobenzoic acid Specification

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