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2-Amino-2-cyanoacetamide

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Name

2-Amino-2-cyanoacetamide

EINECS 229-771-3
CAS No. 6719-21-7 Density 1.298 g/cm3
PSA 92.90000 LogP -0.27682
Solubility Soluble in water Melting Point 120-124 °C
Formula C3H5N3O Boiling Point 338.5 °C at 760 mmHg
Molecular Weight 99.0922 Flash Point 158.5 °C
Transport Information N/A Appearance Beige Powder
Safety 45-36/37/39-26 Risk Codes 23-34
Molecular Structure Molecular Structure of 6719-21-7 (2-Amino-2-cyanoacetamide) Hazard Symbols ToxicT; IrritantXi
Synonyms

2-Amino-2-cyanoacetamide;Aminocyanacetamide;Aminocyanoacetamide;NSC 108868;α-Amino-α-cyanoacetamide;3-nitriloalaninamide;Acetamide, 2-amino-2-cyano-;

 

2-Amino-2-cyanoacetamide Synthetic route

32683-02-6

ethyl-2-aminocyano acetate

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
With ammonia In methanol at 0 - 5℃; for 1h;53.6%
With diethyl ether; ammonia; water at 0℃;
89765-49-1

(E)-ethyl 2-cyano-2-(hydroxyimino)acetate

144-55-8

sodium hydrogencarbonate

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
In water13%

nitrosocyanoacetamide

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
With hydrogen; platinum In methanol; water; isopropyl alcohol1%
3849-20-5

2-cyano-2-oximinoacetamide

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
With nickel Hydrogenation;
With aluminium amalgam
7440-06-4

platinum

105-34-0

methyl 2-cyanoacetate

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
With hydrogenchloride; ammonia; hydrogen; sodium nitrite In methanol; water; acetic acid
127745-39-5

methyl 2-cyano-2-(hydroxyimino)acetate

7440-06-4

platinum

6719-21-7

2-Amino-2-cyanoacetamide

Conditions
ConditionsYield
With ammonia In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; toluene
75-15-0

carbon disulfide

6719-21-7

2-Amino-2-cyanoacetamide

52868-63-0

5-amino-2-mercaptothiazole-4-carboxamide

Conditions
ConditionsYield
In methanol Reflux;95%
16182-04-0

Ethoxycarbonyl isothiocyanate

6719-21-7

2-Amino-2-cyanoacetamide

5-amino-2-ethoxycarbonylaminothiazole-4-carboxamide

Conditions
ConditionsYield
In ethyl acetate Reflux;92.3%
With acetone
816-27-3

ethyl 2-ethoxy-2-iminoacetate

6719-21-7

2-Amino-2-cyanoacetamide

83566-39-6

ethyl 4(5)amino-5(4)carbamoyl-imidazole-2-carboxylate

Conditions
ConditionsYield
Heating;92%
65906-68-5

1-methyl-3-methylcarbamoyliminomethyl urea

6719-21-7

2-Amino-2-cyanoacetamide

188612-53-5

5-amino-N1-methyl-1H-imidazole-1,4-dicarboxamide

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 20 - 25℃; for 24h; Solvent; Reagent/catalyst;90.5%
With acetic acid In methanol at 20 - 25℃; for 18h;88.04%

2-Amino-2-cyanoacetamide Specification

The 2-Amino-2-cyanoacetamide, with the CAS registry number 6719-21-7 and EINECS registry number 229-771-3, has the systematic name of 3-nitriloalaninamide. It is a kind of beige powder, and belongs to the following product categories: Small molecule; Hydrocyanic acid derivatives; Various hydrocyanic acid derivatives. The molecular formula of this chemical is C3H5N3O. What's more, it is usually used as building block in chemical synthesis.

The physical properties of 2-Amino-2-cyanoacetamide are as following: (1)ACD/LogP: -1.66; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 4; (4)#H bond donors: 4; (5)#Freely Rotating Bonds: 2; (6)Polar Surface Area: 47.34 Å2; (7)Index of Refraction: 1.512; (8)Molar Refractivity: 22.91 cm3; (9)Molar Volume: 76.2 cm3; (10)Polarizability: 9.08×10-24cm3; (11)Surface Tension: 69.5 dyne/cm; (12)Density: 1.298 g/cm3; (13)Flash Point: 158.5 °C; (14)Enthalpy of Vaporization: 58.19 kJ/mol; (15)Boiling Point: 338.5 °C at 760 mmHg; (16)Vapour Pressure: 9.78E-05 mmHg at 25°C.

Uses of 2-Amino-2-cyanoacetamide: It can react with 3-bromo-2-oxo-propionaldehyde oxime to produce 3-Amino-6-bromomethyl-2-carbamoylpyrazine 4-oxide. This reaction will need solvent acetic acid. The reaction time is 2 days with temperature of 25°C, and the yield is about 32%.

2-Amino-2-cyanoacetamide can react with 3-bromo-2-oxo-propionaldehyde oxime to produce 3-Amino-6-bromomethyl-2-carbamoylpyrazine 4-oxide

You should be cautious while dealing with this chemical. It is toxic by inhalation, and may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: N#CC(N)C(=O)N
(2)InChI: InChI=1/C3H5N3O/c4-1-2(5)3(6)7/h2H,5H2,(H2,6,7)
(3)InChIKey: JRWAUKYINYWSTA-UHFFFAOYAT

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