2,3-Diaminobenzoic acid supplier

Name
2,3-Diaminobenzoic acid
EINECS
CAS No. 603-81-6
Article Data21
CAS DataBase
Density 1.428 g/cm³
Solubility
Melting Point 198-204 °C
Formula C₇H₈N₂O₂
Boiling Point 382.7 °C at 760 mmHg
Molecular Weight 152.153
Flash Point 185.3 °C
Transport Information
Appearance
Safety 26
Risk Codes Xi:;
Molecular Structure
Hazard Symbols Xi
Synonyms 3-Carboxy-1,2-diaminobenzene;3-Carboxy-o-phenylenediamine;
PSA 89.34000
LogP 1.71160

Synthetic route

: 606-18-8
3-nitroanthranilic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
With sodium dithionite In ethanol for 1h; Heating;	74%
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr;	69%
With hydrogen; 10percent Pd/C In methanol under 760.051 Torr;	66%

: 116465-92-0
3-Amino-2-nitrobenzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride
With hydrogenchloride; tin

: 90417-80-4
2-acetylamino-3-nitro-benzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; zinc

: 7647-01-0
hydrogenchloride

: 116465-92-0
3-Amino-2-nitrobenzoic acid

tin: tin

: 603-81-6
2,3-diaminobenzoic acid

...Expand

: 77326-45-5
2-carbamoyl-3-nitrobenzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH; Br2 / 80 °C 2: NaOH; hydrazine hydrate; Raney Ni View Scheme
Multi-step reaction with 2 steps 1: 93 percent / Br2; aq. KOH / 3 h / 60 °C 2: 66 percent / H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: NaOCl, aq. NaOH 2: H2, aq. NaOH / Pd/C / 4 h / 760 Torr View Scheme
Multi-step reaction with 2 steps 1: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C 2: hydrazine hydrate; sodium hydroxide / methanol / Reflux View Scheme
Multi-step reaction with 2 steps 1: bromine; potassium hydroxide / water / 0 - 60 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 760.05 Torr View Scheme

: 61063-11-4
2-Amino-3-nitrobenzoic acid,ethyl ester

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. KOH / Heating 2: H2, aq. NaOH / Pd/C View Scheme

: 16533-45-2
ethyl 2-carboxy-3-nitrobenzoate

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: SOCl2 / 1 h / Heating 2: aq. NaN3 / acetone / 1 h / below 25 deg C 3: aq. AcOH / 0.17 h / Heating 4: aq. KOH / Heating 5: H2, aq. NaOH / Pd/C View Scheme

: 136285-66-0
3-nitro-phthalic acid-1-ethyl ester-2-chloride

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: aq. NaN3 / acetone / 1 h / below 25 deg C 2: aq. AcOH / 0.17 h / Heating 3: aq. KOH / Heating 4: H2, aq. NaOH / Pd/C View Scheme

: 124341-05-5
2-Azidocarbonyl-3-nitro-benzoic acid ethyl ester

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. AcOH / 0.17 h / Heating 2: aq. KOH / Heating 3: H2, aq. NaOH / Pd/C View Scheme

: 100949-43-7
2-nitro-3-(N'-nitro-ureido)-benzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water 2: tin; hydrochloric acid View Scheme

: 95-20-5
2-methyl-1H-indole

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether 2: potassium permanganate; aqueous KOH-solution 3: zinc; aqueous hydrochloric acid View Scheme

: 3484-07-9
2-methyl-3-oximino-3H-indole

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether 2: potassium permanganate; aqueous KOH-solution 3: zinc; aqueous hydrochloric acid View Scheme

: 2-methyl-7-nitro-indol-3-one oxime

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium permanganate; aqueous KOH-solution 2: zinc; aqueous hydrochloric acid View Scheme

: 15147-64-5
2,3-di-nitrobenzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
With stannous chloride In hydrogenchloride; water; acetic acid

: 641-70-3
3-nitrophthalic acid anhydride

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ammonia; water / 0 °C 2: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C 3: hydrazine hydrate; sodium hydroxide / methanol / Reflux View Scheme
Multi-step reaction with 3 steps 1: ammonia 2: bromine; sodium hydroxide 3: sodium hydroxide / raney Nickel / methanol View Scheme
Multi-step reaction with 3 steps 1: ammonium hydroxide / water / 0 °C 2: bromine; potassium hydroxide / water / 0 - 60 °C 3: hydrogen; palladium 10% on activated carbon / methanol / 760.05 Torr View Scheme
Multi-step reaction with 3 steps 2: sodium hydroxide; sodium hypochlorite / water 3: palladium-carbon / methanol View Scheme

: 603-11-2
3-nitrophthalic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetic anhydride / Reflux 2: ammonia; water / 0 °C 3: sodium hypochlorite; water; sodium hydroxide / 0 - 80 °C 4: hydrazine hydrate; sodium hydroxide / methanol / Reflux View Scheme

: 1234834-07-1
2-aminoacetyl-3-nitrobenzoic acid

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: bromine; sodium hydroxide 2: sodium hydroxide / raney Nickel / methanol View Scheme

: 316833-29-1
ammonium 3-nitrophthalamidate

: 603-81-6
2,3-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide; sodium hypochlorite / water 2: palladium-carbon / methanol View Scheme

: 492-94-4
furil

: 603-81-6
2,3-diaminobenzoic acid

: 90833-34-4
2,3-bis-(2-furyl)-5-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
In hydrogenchloride for 1h; heating on boiling water bath;	99.8%

: 122-51-0
orthoformic acid triethyl ester

: 603-81-6
2,3-diaminobenzoic acid

: 46006-36-4
benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
at 130℃;	98%
at 130℃;	7.3 g

: 603-81-6
2,3-diaminobenzoic acid

: 27206-21-9
2,1,3-benzoselenadiazole-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; selenium(IV) oxide In water at 80℃; for 2h;	97%

: 381-73-7
Difluoroacetic acid

: 603-81-6
2,3-diaminobenzoic acid

: 1246548-14-0
2-(difluoromethyl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
Stage #1: Difluoroacetic acid; 2,3-diaminobenzoic acid With hydrogenchloride In water for 16h; Reflux; Stage #2: With ammonia In water	96%
With hydrogenchloride In water at 20℃; for 16h; Reflux;	96%

: 485-47-2
indan-1,2,3-trione hydrate

: 603-81-6
2,3-diaminobenzoic acid

: 154458-02-3
11-oxo-11H-indeno<1,2-b>quinoxaline-6-carboxylic acid

Conditions

Conditions	Yield
In ethanol for 2h; Reflux;	96%

: 23100-12-1
6-chloronicotinylaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 330948-01-1
2-(6-chloropyridin-3-yl)-1H-benzo[d]imidazole-4-carboxylic acid

Conditions

Conditions	Yield
With sodium disulfite In N,N-dimethyl-formamide at 100℃; for 18h;	95%

: 431-03-8
dimethylglyoxal

: 603-81-6
2,3-diaminobenzoic acid

: 6924-67-0
2,3-dimethyl-5-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	94%

: 1226-42-2
1,2-bis(4-methoxyphenyl)-1,2-ethanedione

: 603-81-6
2,3-diaminobenzoic acid

: 90833-30-0
2,3-bis-(4-methoxyphenyl)-5-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
In hydrogenchloride for 1h; heating on boiling water bath;	91.9%
With acetic acid for 3h; Reflux;	26%

: 134-81-6
benzil

: 603-81-6
2,3-diaminobenzoic acid

: 90833-20-8
2,3-diphenyl-5-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	89.4%

: 122-51-0
orthoformic acid triethyl ester

: 603-81-6
2,3-diaminobenzoic acid

: 1234834-29-7
2-ethoxyl-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In water; acetic acid	89%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 2-(5-nitrofuran-2-yl)-1H-benzo[d]imidazole-5-carboxylic acid

Conditions

Conditions	Yield
With oxygen; potassium hexacyanoferrate (III) In methanol; water for 16h; Reflux;	88%

: 1121-60-4
pyridine-2-carbaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 124340-85-8
2-(pyridin-2-yl)-1H-benzo[d]imidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	85%
With potassium hexacyanoferrate(III) In N,N-dimethyl-formamide at 60℃; for 10h;	78%
With copper diacetate; acetic acid In methanol; water Heating;
With potassium hexacyanoferrate(III) In methanol Heating;
With p-benzoquinone In 1,4-dioxane at 80℃;

: 603-81-6
2,3-diaminobenzoic acid

: 2103-57-3
2,3,4-trimethoxybenzaldehyde

: 124341-04-4
2-(2,3,4-trimethoxyphenyl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	85%
With copper diacetate; acetic acid In methanol; water Heating;

: 1203486-46-7
tert-butyl 3-(2-formylphenoxy)pyrrolidine-1-carboxylate

: 603-81-6
2,3-diaminobenzoic acid

: 1203486-47-8
2-(2-(1-(tert-butoxycarbonyl)pyrrolidin-3-yloxy)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid

Conditions

Conditions	Yield
With sodium disulfite In N,N-dimethyl-formamide at 90℃; for 18h;	84%

: 872-85-5
pyridine-4-carbaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 124340-93-8
2-(pyridin-4-yl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	83%
With potassium hexacyanoferrate(III) In N,N-dimethyl-formamide at 60℃; for 10h;	81%
With copper diacetate; acetic acid In methanol; water Heating;

: 500-22-1
3-pyridinecarboxaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 124340-89-2
2-(pyridin-3-yl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	83%
With potassium hexacyanoferrate(III) In N,N-dimethyl-formamide at 60℃; for 10h;	80%
With copper diacetate; acetic acid In methanol; water Heating;
With potassium hexacyanoferrate(III) In methanol Heating;
With p-benzoquinone In 1,4-dioxane at 80℃;

: 3008-39-7
cycloheptane-1,2-dione

: 603-81-6
2,3-diaminobenzoic acid

: 90833-19-5
7,8,9,10-Tetrahydro-6H-cyclohepta[b]quinoxaline-1-carboxylic acid

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	82.4%

: 698-63-5
5-nitrofurane-2-carboxaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 1160269-54-4
2-(5-nitrofuran-2-yl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	82%

: 120-14-9
3,4-dimethoxy-benzaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 313278-99-8
2-(3,4-dimethoxyphenyl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	81%
With copper diacetate In methanol; water Heating;	46%

: 1-ferrocenyl-2-phenylethane-1,2-dione

: 603-81-6
2,3-diaminobenzoic acid

: ferrocenylphenylquinoxalylcarboxylic acid

Conditions

Conditions	Yield
In chlorobenzene N2-atmosphere; 140°C (1 h); CH2Cl2 addn., filtering, washing (H2O), drying (Na2SO4), concg., chromy.(SiO2, Et2O), isolated as mixture of regioisomers; elem. anal.;	81%

: 98-01-1
furfural

: 603-81-6
2,3-diaminobenzoic acid

: 124340-76-7
2-(furan-2-yl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 120h;	80%
With copper diacetate; acetic acid In methanol; water Heating;

: 123-54-6
acetylacetone

: 76-05-1
trifluoroacetic acid

: 603-81-6
2,3-diaminobenzoic acid

: 6-carboxy-2,4-dimethyl-3H-benzo[b][1,4]diazepin-1-ium trifluoroacetate

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.5h;	80%

...Expand

: 123-54-6
acetylacetone

: 603-81-6
2,3-diaminobenzoic acid

: 6-carboxy-2,4-dimethyl-3H-benzo[b][1,4]diazepin-1-ium hydrogensulfonate

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid In ethanol at 20℃; for 0.5h;	80%

: 13023-74-0
sodium 1-hydroxy-2-methyl-1-propanesulfonate

: 603-81-6
2,3-diaminobenzoic acid

: 2-(propan-2-yl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 15 - 25℃; for 13h; Green chemistry;	79%

: 123-08-0
4-hydroxy-benzaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 2-(4-hydroxyphenyl)-1H-benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
With potassium hexacyanoferrate(III) In N,N-dimethyl-formamide at 60℃; for 10h;	78%
With copper diacetate In methanol; water Heating;

: 64-18-6
formic acid

: 603-81-6
2,3-diaminobenzoic acid

: 46006-36-4
benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 1h; Heating;	77%
With hydrogenchloride In water for 2h; Reflux;	51%

: 603-81-6
2,3-diaminobenzoic acid

A: 208772-23-0
benzo[d]oxazole-4-carboxylic acid

B: 46006-36-4
benzimidazole-4-carboxylic acid

Conditions

Conditions	Yield
With formic acid In hydrogenchloride; methanol	A n/a B 77%

: 447-61-0
2-Trifluoromethylbenzaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 1203486-37-6
2-(2-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole-4-carboxylic acid

Conditions

Conditions	Yield
With sodium disulfite In N,N-dimethyl-formamide at 100℃; for 17h;	74%

: 90-02-8
salicylaldehyde

: 603-81-6
2,3-diaminobenzoic acid

: 2-(2-hydroxyphenyl)-1H-benzo[d]imidazole-4-carboxylic acid

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃;	73%
With sodium metabisulfite In N,N-dimethyl acetamide Heating;	25.2%

2,3-Diaminobenzoic acid Specification

The IUPAC name of this chemical is 2,3-Diaminobenzoic acid. With the CAS registry number 603-81-6, it is also named as benzoic acid, 2,3-diamino-. In addition, the molecular formula is C₇H₈N₂O₂. It is a kind of irritating chemical and belongs to the classes of Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; Phenyls & Phenyl-Het; API Intermediates. And it should be stored in a cool and dry place.

Physical properties about 2,3-Diaminobenzoic acid are: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 1; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 6.67; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 5; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 32.78 Å²; (11)Index of Refraction: 1.71; (12)Molar Refractivity: 41.65 cm³; (13)Molar Volume: 106.5 cm³; (14)Polarizability: 16.51 ×10^-24cm³; (15)Surface Tension: 82.5 dyne/cm; (16)Density: 1.428 g/cm³; (17)Flash Point: 185.3 °C; (18)Enthalpy of Vaporization: 66.58 kJ/mol; (19)Boiling Point: 382.7 °C at 760 mmHg; (20)Vapour Pressure: 1.53E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1cccc(N)c1N
(2)InChI: InChI=1/C7H8N2O2/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,8-9H2,(H,10,11)
(3)InChIKey: KKTUQAYCCLMNOA-UHFFFAOYAW

Product Name

2,3-Diaminobenzoic acid

Synthetic route

2,3-Diaminobenzoic acid Specification

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