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4,4'-Diaminobenzanilide
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Name

4,4'-Diaminobenzanilide

 EINECS 212-321-5
CAS No. 785-30-8 Density 1.314 g/cm3
PSA 81.14000 LogP 3.33870
Solubility Practically insoluble in water Melting Point 205-207 °C(lit.)
Formula C13H13N3O Boiling Point 384 °C at 760 mmHg
Molecular Weight 227.266 Flash Point 186 °C
Transport Information N/A Appearance off-white to grey-beige powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 785-30-8 (4,4'-Diaminobenzanilide) Hazard Symbols IrritantXi
Synonyms

Benzanilide,4,4'-diamino- (6CI,7CI,8CI);4-Amino-N-(4-aminophenyl)benzamide;4-Aminobenzoyl-4'-aminoanilide;N-(4-Aminophenyl)-4-aminobenzamide;NSC 37092;

Article Data 15

4,4'-Diaminobenzanilide Synthetic route

C13H11N5O

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 20℃; chemoselective reaction;98%
6333-15-9

4,4'-dinitrobenzanilide

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Stage #1: 4,4'-dinitrobenzanilide With palladium on activated charcoal; hydrogen In N,N-dimethyl-formamide at 10℃; under 6000.6 Torr; Autoclave;
Stage #2: In butan-1-ol at 25 - 135℃; for 0.333333h; Autoclave;		96.1%
With hydrogenchloride; iron In water at 95 - 98℃; for 2h;75%
With iron; acetic acid In ethanol; water for 15h; Reflux;27%

1,4-phenylenediamine

1,4-phenylenediamine

Conditions
ConditionsYield
With sodium hydroxide
150-13-0

4-amino-benzoic acid

CO

CO

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCl5 / Ambient temperature
2: 10percent aq. NaOH
View Scheme
122-04-3

4-nitro-benzoyl chloride

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / chlorobenzene / 4.5 h / 90 - 95 °C
2: hydrogenchloride; iron / water / 2 h / 95 - 98 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / 1,4-dioxane / 1 h / 60 °C
2: iron; acetic acid / water; ethanol / 15 h / Reflux
View Scheme
100-01-6

4-nitro-aniline

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / chlorobenzene / 4.5 h / 90 - 95 °C
2: hydrogenchloride; iron / water / 2 h / 95 - 98 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / 1,4-dioxane / 1 h / 60 °C
2: iron; acetic acid / water; ethanol / 15 h / Reflux
View Scheme
62-23-7

4-nitro-benzoic acid

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride; N,N-dimethyl-formamide / 65 - 70 °C
2: triethylamine / chlorobenzene / 4.5 h / 90 - 95 °C
3: hydrogenchloride; iron / water / 2 h / 95 - 98 °C
View Scheme
122-04-3

4-nitro-benzoyl chloride

100-01-6

4-nitro-aniline

785-30-8

4,4'-diaminobenzanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / dichloromethane / 12 h / 20 °C
2: palladium on activated charcoal; hydrogen / ethyl acetate / 16 h / 20 °C
View Scheme
785-30-8

4,4'-diaminobenzanilide

16182-04-0

Ethoxycarbonyl isothiocyanate

1615693-67-8

ethyl N-((4-((4-((((ethoxycarbonyl)amino)methanethioyl)amino)phenyl)carbamoyl)phenyl)carbamothioyl)carbamate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; Inert atmosphere;96%
785-30-8

4,4'-diaminobenzanilide

15761-39-4

N-tert-butoxycarbonyl-proline

2-(4-(4-(pyrrolidine-1'-carboxylic acid tert-butyl ester)-phenylcarbamoyl)phenylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With BC 347 In dichloromethane at 20℃; for 17h;93%

4,4'-Diaminobenzanilide Specification

The IUPAC name of Benzamide,4-amino-N-(4-aminophenyl)- is 4-amino-N-(4-aminophenyl)benzamide . With the CAS registry number 785-30-8, it is also named as 4,4'-Diaminobenzanilide ; 4-Aminobenzoyl-4'-aminoanilide ; CCRIS 8916 ; NSC 37092 ; p,p'-Diaminobenzanilide ; 4,4'-Diaminobenzanilide ; Benzanilide, 4,4'-diamino- (8CI) . The product's categories are intermediates of dyes and pigments, anilines, aromatic amines and nitro compounds, amine monomers, monomers and primary amines.

The Benzamide,4-amino-N-(4-aminophenyl)- is off-white to grey-beige powder which is used to produce direct, blended dyes and plastics stabilizer. 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 protective clothing.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.18 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 0.11 ; (4)ACD/LogD (pH 7.4): 0.18 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 25.35 ; (8)ACD/KOC (pH 7.4): 29.78 ; (9)#H bond acceptors: 4 ; (10)#H bond donors: 5 ; (11)#Freely Rotating Bonds: 4 ; (12)Index of Refraction: 1.734 ; (13)Molar Refractivity: 69.3 cm3 ; (14)Molar Volume: 172.8 cm3 ; (15)Polarizability: 27.47×10-24 cm3 ; (16)Surface Tension: 69.1 dyne/cm ; (17)Enthalpy of Vaporization: 63.26 kJ/mol ; (18)Vapour Pressure: 4.22E-06 mmHg at 25°C ; (19)Rotatable Bond Count: 2 ; (20)Tautomer Count: 5 ; (21)Exact Mass: 227.105862 ; (22)MonoIsotopic Mass: 227.105862 ; (23)Topological Polar Surface Area: 81.1 ; (24)Heavy Atom Count: 17.

People can use the following data to convert to the molecule structure. SMILES: O=C(Nc1ccc(cc1)N)c2ccc(N)cc2; InChI: InChI=1/C13H13N3O/c14-10-3-1-9(2-4-10)13(17)16-12-7-5-11(15)6-8-12/h1-8H,14-15H2,(H,16,17). Benzamide,4-amino-N-(4-aminophenyl)- has many suppliers, such as Changzhou Sunlight Pharmaceutical Co., Ltd.. The price of this product changes with the market.

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