Name: Benzamide, 2,3-diamino-
SKU: 711007-44-2

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Basic Information

Molecular Structure:
CAS No.:	711007-44-2
Name:	Benzamide, 2,3-diamino-
Article Data:	20

Formula:	C₇H₉N₃O
Molecular Weight:	151.168
Synonyms:	2,3-Diaminobenzamide;
Density:	1.341g/cm³
Boiling Point:	315.03 °C at 760 mmHg
Flash Point:	144.325 °C
Risk Codes:	36/37/38
Safety:	26-36
PSA:	95.13000
LogP:	1.81260

Synthetic route

: 313279-12-8
2-amino-3-nitro-benzamide

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol	100%
With hydrogen; palladium 10% on activated carbon In methanol at 20℃; under 1500.15 Torr; for 5h;	98%
With palladium 10% on activated carbon; hydrogen In methanol; water at 20℃; under 1500.15 Torr; for 5h;	98%

: 19613-80-0
di-nitrophenylcarboxamide

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol; N,N-dimethyl-formamide at 20℃; under 760 Torr; for 16h;	79%

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

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 42 percent / ammonium carbonate; CDI / dimethylformamide / 24.5 h / 20 °C 2: 79 percent / H2 / Pd/C / ethanol; dimethylformamide / 16 h / 20 °C / 760 Torr View Scheme

: 606-18-8
3-nitroanthranilic acid

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2 / tetrahydrofuran; dimethylformamide / 20 °C 2: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 3: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / 1,2-dimethoxyethane / 12 h / 50 °C 2: ammonia / water / 1 h / 10 - 50 °C 3: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 20 °C / 1500.15 Torr View Scheme
Multi-step reaction with 2 steps 1.1: thionyl chloride / 1,2-dimethoxyethane / 12 h / 50 °C 1.2: 10 - 50 °C 2.1: hydrogen; palladium 10% on activated carbon / water; methanol / 5 h / 20 °C / 1500.15 Torr View Scheme

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

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 93 percent / Br2; aq. KOH / 3 h / 60 °C 2: SOCl2 / tetrahydrofuran; dimethylformamide / 20 °C 3: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 4: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme

: 131645-73-3
2-amino-3-nitrobenzoyl chloride

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: conc. aq. NH3 / tetrahydrofuran; dimethylformamide 2: H2 / 10percent Pd/C / methanol / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: ammonia / water / 1 h / 10 - 50 °C 2: hydrogen / palladium 10% on activated carbon / methanol / 5 h / 20 °C / 1500.15 Torr View Scheme
Multi-step reaction with 2 steps 1: ammonium hydroxide / 40 °C / Large scale 2: hydrogen / water; ethanol; ethyl acetate / 1.67 h / 40 °C / 2828.7 Torr / Cooling; Large scale View Scheme

: 1314951-83-1
C7H10N4O

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
nickel In DMF (N,N-dimethyl-formamide); water at 100℃; for 8h;
With hydrazine In DMF (N,N-dimethyl-formamide); water; butan-1-ol at 100℃; for 2h;

: C7H5FN2O3

: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
With sodium azide; palladium 10% on activated carbon

: 110-91-8
morpholine

: 610-30-0
2,4-dinitrobenzoic acid

A: N-(2,4-dinitrobenzoyl)morpholine

B: 711007-44-2
2,3-diaminobenzamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate; trichlorophosphate In toluene

...Expand

: 603-11-2
3-nitrophthalic acid

: 711007-44-2
2,3-diaminobenzamide

Conditions

Yield

Multi-step reaction with 6 steps
1.1: acetic anhydride / Isopropyl acetate / 60 °C / Inert atmosphere; Large scale
2.1: ammonium hydroxide / 2.5 h / 0 - 15 °C / Inert atmosphere; Large scale
2.2: 20 °C / Inert atmosphere; Large scale
3.1: potassium hydroxide; bromine / water / 1.5 h / 0 - 75 °C / Inert atmosphere; Large scale
4.1: thionyl chloride / 1,2-dimethoxyethane / 12 h / 50 °C / Large scale
5.1: ammonium hydroxide / 40 °C / Large scale
6.1: hydrogen / water; ethanol; ethyl acetate / 1.67 h / 40 °C / 2828.7 Torr / Cooling; Large scale
View Scheme

Multi-step reaction with 6 steps
1.1: acetic anhydride / Isopropyl acetate / 60 °C / Inert atmosphere; Large scale
2.1: ammonium hydroxide / 2.5 h / 0 - 15 °C / Inert atmosphere; Large scale
2.2: 20 °C / Inert atmosphere; Large scale
3.1: potassium hydroxide; potassium bromide; potassium hypobromite / water / 75 °C
4.1: thionyl chloride / 1,2-dimethoxyethane / 12 h / 50 °C / Large scale
5.1: ammonium hydroxide / 40 °C / Large scale
6.1: hydrogen / water; ethanol; ethyl acetate / 1.67 h / 40 °C / 2828.7 Torr / Cooling; Large scale
View Scheme

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Specification

The Benzamide, 2,3-diamino-, with CAS registry number 711007-44-2, has the systematic name of 2,3-diaminobenzamide. And its IUPAC name is the same one. What's more, the chemical formula of this chemical is C₇H₉N₃O.

Physical properties of Benzamide, 2,3-diamino-: (1)ACD/LogP: -0.21; (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): 18; (6)ACD/KOC (pH 7.4): 18; (7)#H bond acceptors: 4; (8)#H bond donors: 6; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 95.13 Å²; (11)Index of Refraction: 1.702; (12)Molar Refractivity: 43.656 cm³; (13)Molar Volume: 112.695 cm³; (14)Polarizability: 17.306×10^-24cm³; (15)Surface Tension: 76.578 dyne/cm; (16)Density: 1.341 g/cm³; (17)Flash Point: 144.325 °C; (18)Enthalpy of Vaporization: 55.624 kJ/mol; (19)Boiling Point: 315.03 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(c(c(c1)N)N)C(=O)N
(2)InChI: InChI=1/C7H9N3O/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,8-9H2,(H2,10,11)
(3)InChIKey: NAWJZCSEYBQUGY-UHFFFAOYAZ
(4)Std. InChI: InChI=1S/C7H9N3O/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3H,8-9H2,(H2,10,11)
(5)Std. InChIKey: NAWJZCSEYBQUGY-UHFFFAOYSA-N