3,4-Diaminobenzoic acid supplier

Name
3,4-Diaminobenzoic acid
EINECS 210-577-2
CAS No. 619-05-6
Article Data27
CAS DataBase
Density 1.428 g/cm³
Solubility Soluble in water (2.2 mg/ml at 20°C), DMF, and methanol (10 mg/ml).
Melting Point 215-218 °C
Formula C₇H₈N₂O₂
Boiling Point 411.8 °C at 760 mmHg
Molecular Weight 152.153
Flash Point 202.9 °C
Transport Information
Appearance brown powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 4-Carboxy-1,2-diaminobenzene;4-Carboxy-o-phenylenediamine;
PSA 89.34000
LogP 1.71160

Synthetic route

: 528-45-0
3,4-dinitrobenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate In water at 40℃; for 2h; chemoselective reaction;	95%
With hydrazine hydrate In ethanol at 20℃; for 0.25h; Sonication;	94%
With hydrazine hydrate In ethanol at 70℃; for 0.166667h;	94%
With hydrazine hydrate In ethanol at 70℃; for 0.266667h;	89%

: 1588-83-6
4-amino-3-nitrobenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin	73.5%
With ethanol; nickel Hydrogenation;
With hydrogenchloride; tin

: 6968-22-5
3-amino-4-nitrobenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

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

: 4-amino-3-(4-sulfamoyl-phenylazo)-benzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: furan-2,3,5(4H)-trione pyridine (1:1)

: 1588-83-6
4-amino-3-nitrobenzoic acid

aluminium: aluminium

: 619-05-6
3,4-diaminobenzoic acid

...Expand

: 7647-01-0
hydrogenchloride

: 1588-83-6
4-amino-3-nitrobenzoic acid

tin: tin

: 619-05-6
3,4-diaminobenzoic acid

...Expand

: 7647-01-0
hydrogenchloride

: 6968-22-5
3-amino-4-nitrobenzoic acid

tin: tin

: 619-05-6
3,4-diaminobenzoic acid

...Expand

: 1539-06-6
3-nitro-4-acetamidobenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous hydrochloric acid 2: tin; hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: alcohol; hydrochloric acid 2: aluminium; diluted NaOH-solution View Scheme

: 100949-13-1
4-nitro-3-(N'-nitro-ureido)-benzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

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

: 96-99-1
4-chloro-3-nitrobenzoate

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aqueous NH3 / 170 °C 2: Raney nickel; ethanol / Hydrogenation View Scheme

: 89-41-8
4-methoxy-3-nitrobenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / 140 - 170 °C / im Druckrohr 2: tin; hydrochloric acid View Scheme

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 619-05-6
3,4-diaminobenzoic acid

Conditions

Conditions	Yield
With ammonia; metal catalyst

: 3457-48-5
1,2-di(4-methylphenyl)-1,2-ethanedione

: 619-05-6
3,4-diaminobenzoic acid

: 90833-49-1
2,3-bis(4-methylphenyl)-6-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 118℃; for 4h;	100%
In hydrogenchloride for 1h; heating on boiling water bath;	42.3%

: 579-39-5
1,2-bis(4-fluorophenyl)ethane-1,2-dione

: 619-05-6
3,4-diaminobenzoic acid

: 355397-64-7
2,3-bis(4-fluorophenyl)quinoxaline-6-carboxylic acid

Conditions

Conditions	Yield
With sodium acetate; acetic acid at 118℃; for 4h;	100%
H6P2W18O62 In acetic acid at 20℃; for 0.0833333h;	97%
In methanol; chloroform at 20℃;	95%

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 619-05-6
3,4-diaminobenzoic acid

: 1071446-05-3
3-N-[(9H-fluoren-9-yl)methoxycarbonyl]-amino-4-aminobenzoic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetonitrile at 20℃; for 16.0833h;	100%
With sodium hydrogencarbonate In acetonitrile at 20℃; for 16.0833h;	100%
With sodium hydrogencarbonate In acetonitrile for 22h;	94%

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 619-05-6
3,4-diaminobenzoic acid

: 1055878-48-2
7,8-dihydroxyphenazine-2-carboxylic acid

Conditions

Conditions	Yield
In water at 95℃; for 15h;	100%
In ethanol for 24h; Reflux;	85%
With acetic acid In ethanol at 20℃; for 5h;	65%

: 64-18-6
formic acid

: 619-05-6
3,4-diaminobenzoic acid

: 15788-16-6
1H-benzimidazole-6-carboxylic acid

Conditions

Conditions	Yield
for 4h; Reflux;	99.06%
at 110℃; for 4h;	89%
With potassium tert-butylate at 110℃; for 4h;	88%
Stage #1: formic acid; 3,4-diaminobenzoic acid With hydrogenchloride In water at 20℃; for 24h; Cooling; Stage #2: With ammonia In water pH=2 - 3;	54%

: 4397-53-9
p-benzyloxybenzaldehyde

: 619-05-6
3,4-diaminobenzoic acid

: 174422-18-5
2-(4-(benzyloxy)phenyl)-1H-benzo[d]imidazole-5-carboxylic acid

Conditions

Conditions	Yield
With sodium metabisulfite In N,N-dimethyl-formamide at 80℃; for 6h;	99%
With hydrogenchloride; sodium sulfide; copper diacetate 1.) MeOH, heating, 2.) EtOH; Yield given. Multistep reaction;

: 797047-27-9
(3Z)-1-ethyl-3-[(ethylcarbamoylamino)-methylsulfanyl-methylene]urea

: 619-05-6
3,4-diaminobenzoic acid

: C11H12N4O3

Conditions

Conditions	Yield
With sulfuric acid; sodium acetate In 1,4-dioxane for 1h; pH=3.5; Heating;	99%

: 76-05-1
trifluoroacetic acid

: 619-05-6
3,4-diaminobenzoic acid

: 82791-93-3
2-(trifluoromethyl)-1H-benzo[d]imidazole-5-carboxylic acid

Conditions

Conditions	Yield
at 70℃; for 16h;	99%
With hydrogenchloride In water for 24h; Inert atmosphere; Reflux;	94%
With hydrogenchloride; formic acid In water Reflux;

: 134-81-6
benzil

: 619-05-6
3,4-diaminobenzoic acid

: 32387-96-5
2,3‐diphenylquinoxaline‐6‐carboxylic acid

Conditions

Conditions	Yield
In hydrogenchloride for 1h; heating on boiling water bath;	98.5%
H6P2W18O62 In acetic acid at 20℃; for 0.166667h;	97%
With sodium acetate; acetic acid at 118℃; for 4h;	97%

: 67-56-1
methanol

: 619-05-6
3,4-diaminobenzoic acid

: 36692-49-6
Methyl 3,4-diaminobenzoate

Conditions

Conditions	Yield
With sulfuric acid at 90℃; for 12h; Temperature;	98.1%
With thionyl chloride for 4h; Inert atmosphere;	95%
With thionyl chloride for 11h; Reflux;	94%

: 6067-45-4
4,4'-dinitrobenzil

: 619-05-6
3,4-diaminobenzoic acid

: 514197-15-0
2,3-bis(4-nitrophenyl)quinoxaline-6-carboxylic acid

Conditions

Conditions	Yield
With acetic acid for 12h; Heating;	98%
With nitrogen In acetic acid	98%

: 53348-05-3
3,6-dibromo-phenanthrene-9,10-dione

: 619-05-6
3,4-diaminobenzoic acid

: 1616777-39-9
2,7-dibromodibenzo[a,c]phenazine-11-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In ethanol for 2h; Reflux;	98%

: 527-31-1
hexaketocyclohexane

: 619-05-6
3,4-diaminobenzoic acid

: 872140-77-7
5,6,11,12,17,18-hexaazatrinaphthylene-2,8,14-tricarboxylic acid

Conditions

Conditions	Yield
With acetic acid for 5h; Reflux;	98%

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

: 619-05-6
3,4-diaminobenzoic acid

: 40622-01-3
2,3-bis(4-methoxyphenyl)-quinoxaline-6-carboxylic acid

Conditions

Conditions	Yield
In hydrogenchloride for 1h; heating on boiling water bath;	97.8%
In deoxygenated acetic acid	97%
With acetic acid In sodium hydroxide	44%

: 431-03-8
dimethylglyoxal

: 619-05-6
3,4-diaminobenzoic acid

: 17635-26-6
2,3-dimethyl-6-quinoxalinecarboxylic acid

Conditions

Conditions	Yield
In neat (no solvent) at 24.84℃;	97%
Heating;	87%
In hydrogenchloride for 1h; heating on boiling water bath;	81.6%

: 347-54-6
5-fluoro-2-hydroxybenzaldehyde

: 619-05-6
3,4-diaminobenzoic acid

: 2‐(5‐fluoro‐2‐hydroxyphenyl)‐1H‐benzo[d]imidazole‐5‐carboxylic acid

Conditions

Conditions	Yield
With sodium metabisulfite; choline chloride In glycerol at 50℃; for 0.5h;	97%
With sodium metabisulfite In glycerol at 50℃; for 0.5h;	97%

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 619-05-6
3,4-diaminobenzoic acid

: 15788-16-6
1H-benzimidazole-6-carboxylic acid

Conditions

Conditions	Yield
With carbon dioxide In water at 150℃; under 37503.8 Torr; for 5h;	96.1%

: 90-02-8
salicylaldehyde

: 619-05-6
3,4-diaminobenzoic acid

: 87578-89-0
N,N′-bis(salicylidene)-3-carboxyl-o-phenylenediamine

Conditions

Conditions	Yield
In methanol for 3h; Reflux;	96%
In methanol for 3h; Reflux;	96%
In methanol at 20℃; for 6h; Inert atmosphere;	85%

: 141-82-2
malonic acid

: 619-05-6
3,4-diaminobenzoic acid

: 709-19-3
2-methyl-1H-benzoimidazole-5-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride for 2.5h; Heating;	95%

: 100-52-7
benzaldehyde

: 619-05-6
3,4-diaminobenzoic acid

: 66630-70-4
2-phenyl-1H-1,3-benzimidazole-5-carboxylic acid

Conditions

Conditions	Yield
With ammonium acetate In ethanol at 75℃; for 5.5h;	95%
With air In ethanol at 20℃; for 2.25h;	94%
With vanadium(IV)-salen complex nanoparticles immobilized onto silica In ethanol at 20℃; for 1h;	94%

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

: 619-05-6
3,4-diaminobenzoic acid

: 66636-17-7
N,N'-di-(tert-butoxycarbonyl)-3,4-diaminobenzoic acid

Conditions

Conditions	Yield
With amberlyst-15 In ethanol at 20℃; for 4.5h; chemoselective reaction;	95%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 1.83333h;	93%
With potassium hydroxide In water; tert-butyl alcohol at 20℃; for 48h;	85%

: 619-05-6
3,4-diaminobenzoic acid

: 140669-75-6
benzo[c][1,2,5]selenadiazole-5-carboxylic acid

Conditions

Conditions	Yield
With hydrogenchloride; selenium(IV) oxide In water at 80℃; for 2h;	95%
With hydrogenchloride; selenium(IV) oxide In water for 2h;	95%
With hydrogenchloride; selenium(IV) oxide In water at 20℃; for 2h;	93%

: 1258459-51-6
2,7-dibromobenzo[1,2-b:4,3-b’]dithiophene-4,5-dione

: 619-05-6
3,4-diaminobenzoic acid

: 1616777-44-6
2,5-dibromodithieno[2,3-a:3',2'-c]phenazine-9-carboxylic acid

Conditions

Conditions	Yield
With acetic acid In ethanol for 2h; Reflux;	95%

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 619-05-6
3,4-diaminobenzoic acid

: N,N'-bis(3,5-di-tert-butylsalicylidene)-1-carboxy-3,4-phenylene-diamine

Conditions

Conditions	Yield
Stage #1: 3,5-di-tert-butyl-2-hydroxybenzaldehyde; 3,4-diaminobenzoic acid In tetrahydrofuran for 0.333333h; Stage #2: With zinc(II) chloride In tetrahydrofuran for 0.75h; Reflux;	95%
With sulfuric acid In ethanol at 78℃; for 24h;	48.2%
With sulfuric acid In ethanol at 78℃; for 24h;	48.2%

: 27318-90-7
1,10-phenanthroline-5,6-dione

: 619-05-6
3,4-diaminobenzoic acid

: 259796-23-1
4,5,9,14-tetraaza-benzo[b]triphenylene-11-carboxylic acid

Conditions

Conditions	Yield
In ethanol for 0.166667h; Condensation; Heating;	94%
With sulfated titania (TiO2-SO42-) In ethanol at 20℃; for 0.5h;	92.8%
With toluene-4-sulfonic acid In neat (no solvent) for 2.5h; Milling; Green chemistry;	91%

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

: 1779-58-4
(methyloxycarbonylmethyl)triphenylphosphonium bromide

: 619-05-6
3,4-diaminobenzoic acid

: methyl (8-carboxylindeno[1,2-b]quinoxalin-11-ylidene)acetate

Conditions

Conditions	Yield
With sodium acetate In acetonitrile at 110℃; for 1h;	94%

...Expand

: 43083-12-1
1,1,1-trimethoxybutane

: 619-05-6
3,4-diaminobenzoic acid

: 141838-50-8
2-propyl-1H-benzo[d]imidazole-6-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1,1,1-trimethoxybutane; 3,4-diaminobenzoic acid With hydrogenchloride In water at 20℃; Stage #2: With sodium hydrogencarbonate In water pH=8;	94%

: 931-53-3
Cyclohexyl isocyanide

: 108-94-1
cyclohexanone

: 619-05-6
3,4-diaminobenzoic acid

: 1039656-72-8
4a'-(cyclohexylcarbamoyl)-1',2',3',4',4a',5',10',11a'-octahydrospiro[cyclohexane-1,11'-dibenzo[b,e][1,4]diazepine]-7'-carboxylic acid

Conditions

Conditions	Yield
With wool supported Fe3O4 nanoparticles In methanol at 20℃; for 18h; Reagent/catalyst;	94%
Stage #1: cyclohexanone; 3,4-diaminobenzoic acid With Fe3O4/SiO2 In ethanol at 20℃; for 1h; Stage #2: Cyclohexyl isocyanide In ethanol at 20℃; for 4h; regioselective reaction;	90%

...Expand

: 67-56-1
methanol

: 619-05-6
3,4-diaminobenzoic acid

: methyl 3,4-diaminobenzoate dihydrochloride

Conditions

Conditions	Yield
Stage #1: methanol; 3,4-diaminobenzoic acid With sulfuryl dichloride at 0℃; for 5h; Reflux; Stage #2: With hydrogenchloride In water	94%

3,4-Diaminobenzoic acid Specification

The IUPAC name of this product is 3,4-diaminobenzoic acid . With the CAS registry number 619-05-6, it is also named as Benzoic acid, 3,4-diamino- . The product's categories are aromatic carboxylic acids, amides, anilides, anhydrides & salts; organic acids; peptide synthesis; unnatural amino acid derivatives.

The 3,4-Diaminobenzoic acid is brown powder which is mainly used as dyes, pesticides and pharmaceutical intermediates. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable gloves and eye/face protection.

This product can be used in the preparation of other chemicals. For example: 1. It reacts with 1-isothiocyanato-3-butanone to get 4a-methyl-1-thioxo-1,2,3,4,4a,5-hexahydro-benzo[4,5]imidazo[1,2-c]pyrimidine-8-carboxylic acid .

2. It also can react with 4-cyano-benzoyl chloride to obtain 2-(4-cyano-phenyl)-1H-benzoimidazole-5-carboxylic .

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.12 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): -0.45 ; (4)ACD/LogD (pH 7.4): -2.14 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 7.39 ; (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: 70.05 kJ/mol ; (18)Vapour Pressure: 1.61E-07 mmHg at 25°C ; (19)Rotatable Bond Count: 1 ; (20)Tautomer Count: 8 ; (21)Exact Mass: 152.058578 ; (22)MonoIsotopic Mass: 152.058578 ; (23)Topological Polar Surface Area: 89.3 ; (24)Heavy Atom Count: 11.

People can use the following data to convert to the molecule structure. SMILES: O=C(O)c1cc(N)c(N)cc1; InChI: InChI=1/C7H8N2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,8-9H2,(H,10,11); InChIKey: HEMGYNNCNNODNX-UHFFFAOYAH. 3,4-Diaminobenzoic acid has many suppliers, such as Epochem Co., Ltd..

Product Name

3,4-Diaminobenzoic acid

Synthetic route

3,4-Diaminobenzoic acid Specification

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