Product Name

  • Name

    2-Cyanoacetamide

  • EINECS 203-531-8
  • CAS No. 107-91-5
  • Article Data56
  • CAS DataBase
  • Density 1.163 g/cm3
  • Solubility soluble in water
  • Melting Point 119-121 °C(lit.)
  • Formula C3H4N2O
  • Boiling Point 351.2 °C at 760 mmHg
  • Molecular Weight 84.0776
  • Flash Point 215 °C
  • Transport Information UN 3439 6.1/PG 3
  • Appearance white to light cream crystalline powder
  • Safety 22-26-28A
  • Risk Codes 22-36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 107-91-5 (2-Cyanoacetamide)
  • Hazard Symbols HarmfulXn
  • Synonyms Acetamide,cyano- (7CI);Malonamide nitrile;Propionamide, 3-nitrilo-;Malonic acid, monoamide mononitrile;Kyanacetamid;cyanoiminoaceticacid;Cyanacetamide;amidkyselinykyanoctove;3-Nitrilo-propionamide;2-cyano-acetamid;
  • PSA 66.88000
  • LogP 0.08568

Synthetic route

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia100%
With ammonia In tetrahydrofuran; water at 20℃; for 2h;93%
With ammonium hydroxide In tetrahydrofuran at 20℃; for 24h;91%
methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia at -25 - -5℃; for 1h; Temperature;98.4%
Stage #1: methyl 2-cyanoacetate With ammonia In methanol at 20℃;
Stage #2: With pyrographite In methanol at 50℃; for 2h;
malononitrile
109-77-3

malononitrile

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With water at 110℃; for 6h;95%
With nitrile hydratase from Rhodococcus rhodochrous J1 Y68T/W72Y mutant In aq. phosphate buffer at 35℃; for 4h; pH=7.4; Enzymatic reaction; regioselective reaction;
cyanoacetic acid butyl ester
5459-58-5

cyanoacetic acid butyl ester

butan-1-ol
71-36-3

butan-1-ol

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With sodium methylate In methanol91%
methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With potassium tert-butylate for 0.0333333h; microwave irradiation;72%
ethanol
64-17-5

ethanol

2,4-dicyano-3-isopropyl-glutaric acid diamide
92188-14-2

2,4-dicyano-3-isopropyl-glutaric acid diamide

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With tetrachloromethane; ethanol at 100℃;
cyanoacetic acid
372-09-8

cyanoacetic acid

phenol
108-95-2

phenol

A

phenyl 2-cyanoacetate
6131-48-2

phenyl 2-cyanoacetate

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
at 160℃;
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

pentan-3-one
96-22-0

pentan-3-one

A

4,4-diethyl-2,6-dioxo-piperidine-3,5-dicarbonitrile
80721-13-7

4,4-diethyl-2,6-dioxo-piperidine-3,5-dicarbonitrile

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

cycloheptanone
502-42-1

cycloheptanone

A

2,4-dioxo-3-aza-spiro[5.6]dodecane-1,5-dicarbonitrile
96732-08-0

2,4-dioxo-3-aza-spiro[5.6]dodecane-1,5-dicarbonitrile

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia
ASPARAGINE
3130-87-8

ASPARAGINE

chloroamine-T
127-65-1

chloroamine-T

A

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With sodium hydroxide; copper(II) In water at 45℃; Rate constant; Kinetics; Mechanism; variation of temperature, variation of concentrations;
malononitrile
109-77-3

malononitrile

A

ammonium cyanoacetate

ammonium cyanoacetate

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
at 27℃; microbial hydrolysis by Acidovorax facilis 72W, ATCC 55746; pH 7.0 (potassium phosphate buffer);A 83 % Chromat.
B n/a
α-carbetoxy cyanoacetamide
6825-65-6

α-carbetoxy cyanoacetamide

water
7732-18-5

water

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ammoniacal solution

ammoniacal solution

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
beim Eindampfen;
cyanoacetic acid ester

cyanoacetic acid ester

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonia; water
ammonia
7664-41-7

ammonia

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

cycloheptanone
502-42-1

cycloheptanone

A

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

B

cycloheptane--imide

cycloheptane--imide

ammonia
7664-41-7

ammonia

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

styrylcyanoacetic acid ethyl ester

styrylcyanoacetic acid ethyl ester

A

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

B

monoammonium salt of 2.6-dioxy-4-benzyl-3.5-dicyano-pyridine

monoammonium salt of 2.6-dioxy-4-benzyl-3.5-dicyano-pyridine

C

γ-phenyl-α-cyano-butyric acid amide

γ-phenyl-α-cyano-butyric acid amide

Conditions
ConditionsYield
at 0℃;
tetrachloromethane
56-23-5

tetrachloromethane

ethanol
64-17-5

ethanol

sodium cyanoacetic acid ethyl ester
18852-51-2

sodium cyanoacetic acid ethyl ester

A

diethyl 2-amino-1-cyanopropene-1,3-dicarboxylate
28447-79-2

diethyl 2-amino-1-cyanopropene-1,3-dicarboxylate

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

C

α.γ-dicyano-glutaconic acid diethyl ester

α.γ-dicyano-glutaconic acid diethyl ester

Conditions
ConditionsYield
at 100℃;
2,4-dicyano-3-isopropyl-glutaric acid diamide
92188-14-2

2,4-dicyano-3-isopropyl-glutaric acid diamide

water
7732-18-5

water

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

ethyl (3-methylhex-5-en-2-ylidene)cyanoacetate

ethyl (3-methylhex-5-en-2-ylidene)cyanoacetate

ammonium hydroxide

ammonium hydroxide

A

3-methyl-5-hexen-2-one
2550-22-3

3-methyl-5-hexen-2-one

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

<1.2-dimethyl-penten-(4)-ylidene>-cyanoacetic acid ethyl ester

<1.2-dimethyl-penten-(4)-ylidene>-cyanoacetic acid ethyl ester

A

3-methyl-5-hexen-2-one
2550-22-3

3-methyl-5-hexen-2-one

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With ammonium hydroxide
L-asparagine
70-47-3

L-asparagine

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With N-Bromosuccinimide In phosphate buffer; N,N-dimethyl-formamide at 20℃; for 0.5h; pH=5;
With hydrogenchloride; sode de l'acide trichloroisocyanurique In water for 3h;
With N-Bromosuccinimide In aq. phosphate buffer; N,N-dimethyl-formamide at 20℃; pH=5;
cyanoacetic acid
372-09-8

cyanoacetic acid

butan-1-ol
71-36-3

butan-1-ol

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With potassium hydroxide; sodium methylate In water
ammonia
7664-41-7

ammonia

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
for 0.5h; Reflux;
malononitrile
109-77-3

malononitrile

A

malonodiamide
108-13-4

malonodiamide

B

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With nitrile hydratase from Rhodococcus rhodochrous J1 Y68T mutant In aq. phosphate buffer at 35℃; for 4h; pH=7.4; Reagent/catalyst; Enzymatic reaction; regioselective reaction;
4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

(E)-2-cyano-3-[4-(dimethylamino)phenyl]-2-propenamide
97006-42-3

(E)-2-cyano-3-[4-(dimethylamino)phenyl]-2-propenamide

Conditions
ConditionsYield
With triethylamine at 20℃; for 24h; Knoevenagel condensation;100%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 0.166667h; Knoevenagel condensation;94%
With Tonsil Actisil FF at 80℃; for 0.333333h; Irradiation;55%
With potassium-exchanged zirconium hydrogen phosphate at 100℃; for 4h; Knoevenagel condensation;49%
With diethylamine
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

(E)-2-cyano-3-(4-chlorophenyl)-2-propenamide
19310-60-2, 49678-55-9

(E)-2-cyano-3-(4-chlorophenyl)-2-propenamide

Conditions
ConditionsYield
With triethylamine at 20℃; for 24h; Knoevenagel condensation;100%
With sodium chloride for 0.0222222h; Knoevenagel condensation; Irradiation;98%
for 0.00833333h; Knoevenagel Condensation; Microwave irradiation; stereoselective reaction;98%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With triethylamine at 20℃; for 24h; Knoevenagel condensation;100%
With USY zeolite In benzene for 5h; Heating;90%
With 1-methyl-piperazine In methanol at 20℃; for 20h; Aldol condensation;90%
2,4-dibenzoyl-3-phenyl-1,4-pentadiene
43226-37-5

2,4-dibenzoyl-3-phenyl-1,4-pentadiene

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

3,5-Dibenzoyl-1-cyano-4-phenyl-cyclohexanecarboxylic acid amide
76453-13-9

3,5-Dibenzoyl-1-cyano-4-phenyl-cyclohexanecarboxylic acid amide

Conditions
ConditionsYield
With potassium hydroxide In pyridine Ambient temperature;100%
(E)-(S)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid diethylamide
181699-48-9

(E)-(S)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid diethylamide

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

(S)-4-Cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-pentanedioic acid 5-amide 1-diethylamide
195963-83-8

(S)-4-Cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-pentanedioic acid 5-amide 1-diethylamide

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide for 0.5h; Ambient temperature;100%
With potassium tert-butylate In N,N-dimethyl-formamide at 25℃; Yield given;
(E)-4-Ethyl-4-methoxymethoxy-1-(3-methoxymethyl-quinolin-2-yl)-hexa-2,5-dien-1-one

(E)-4-Ethyl-4-methoxymethoxy-1-(3-methoxymethyl-quinolin-2-yl)-hexa-2,5-dien-1-one

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-Cyano-4-ethyl-4-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-hex-5-enoic acid amide

2-Cyano-4-ethyl-4-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-hex-5-enoic acid amide

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide Ambient temperature;100%
(E)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid ethyl ester

(E)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid ethyl ester

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

4-Carbamoyl-4-cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-butyric acid ethyl ester

4-Carbamoyl-4-cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-butyric acid ethyl ester

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide Ambient temperature;100%
(E)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid diethylamide

(E)-2-Ethyl-2-methoxymethoxy-5-(3-methoxymethyl-quinolin-2-yl)-5-oxo-pent-3-enoic acid diethylamide

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

4-Cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-pentanedioic acid 5-amide 1-diethylamide

4-Cyano-2-ethyl-2-methoxymethoxy-3-[2-(3-methoxymethyl-quinolin-2-yl)-2-oxo-ethyl]-pentanedioic acid 5-amide 1-diethylamide

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide Ambient temperature;100%
(Z)-5a,6,7,9a-Tetrahydro-5a,6-tetramethylene-11-[ethoxycarbonyl(nitro)methylene]naphtho[1',2':4,5]imidazo[1,2-a]pyridine
234762-41-5

(Z)-5a,6,7,9a-Tetrahydro-5a,6-tetramethylene-11-[ethoxycarbonyl(nitro)methylene]naphtho[1',2':4,5]imidazo[1,2-a]pyridine

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

C34H28N4O

C34H28N4O

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; methylene exchange;100%
2-Aminonicotinaldehyde
7521-41-7

2-Aminonicotinaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-Amino-1,8-naphthyridine-3-carboxamide
15935-96-3

2-Amino-1,8-naphthyridine-3-carboxamide

Conditions
ConditionsYield
With piperidine at 20℃; for 0.166667h; Friedlander condensation;100%
N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate
1001020-08-1

tert-butyl 2-amino-3-carbamoyl-4,5-dihydrothieno[2,3-c]pyridine-6(7H)-carboxylate

Conditions
ConditionsYield
With morpholine; sulfur In ethanol at 20℃;100%
With morpholine; sulfur In ethanol for 4h; Gewald Aminoheterocycles Synthesis; Reflux; Inert atmosphere;95%
With sulfur; diethylamine In ethanol at 20℃;93%
1,4-dithiane-2,5-diol
40018-26-6

1,4-dithiane-2,5-diol

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-aminothiophene-3-carboxamide
14080-51-4

2-aminothiophene-3-carboxamide

Conditions
ConditionsYield
With triethylamine In ethanol at 68℃; for 12h; Gewald Aminoheterocycles Synthesis; Inert atmosphere;100%
With triethylamine In ethanol at 20℃; for 2.08333h; Heating / reflux;88%
Stage #1: 1,4-dithiane-2,5-diol; cyanoacetic acid amide In ethanol at 20℃; for 0.166667h;
Stage #2: With N-methylpiperazine-functionalized Polyacrylonitrile Fiber In ethanol for 4h; Gewald Aminoheterocycles Synthesis; Reflux;
87%
3-chloro-2-cyclohexenone
5682-75-7

3-chloro-2-cyclohexenone

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-cyano-2-(3-oxocyclohexa-1-en-1-yl)acetamide
56053-55-5

2-cyano-2-(3-oxocyclohexa-1-en-1-yl)acetamide

Conditions
ConditionsYield
Stage #1: cyanoacetic acid amide With sodium hydride In diethylene glycol dimethyl ether; mineral oil for 0.0833333h;
Stage #2: 3-chloro-2-cyclohexenone In diethylene glycol dimethyl ether; mineral oil for 4.5h;
100%
Stage #1: cyanoacetic acid amide With sodium hydride In diethylene glycol dimethyl ether at 20℃; for 0.0833333h;
Stage #2: 3-chloro-2-cyclohexenone In diethylene glycol dimethyl ether at 20℃; for 4h;
Stage #3: With hydrogenchloride In diethylene glycol dimethyl ether; water
76%
In methanol; 1,2-dimethoxyethane; water
In methanol; 1,2-dimethoxyethane; water
Stage #1: cyanoacetic acid amide With sodium hydride In diethylene glycol dimethyl ether for 0.333333h;
Stage #2: 3-chloro-2-cyclohexenone In diethylene glycol dimethyl ether for 8h;
900 mg
β-formyl-β-nitroenamine
181294-57-5

β-formyl-β-nitroenamine

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

3-carbamoyl-5-nitro-2-propylaminopyridine
1118542-03-2

3-carbamoyl-5-nitro-2-propylaminopyridine

Conditions
ConditionsYield
With piperidine In tetrahydrofuran at 60℃; for 24h;100%
C13H16N2O2
1284216-07-4

C13H16N2O2

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

5-((2,6-dimethylphenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
1224437-78-8

5-((2,6-dimethylphenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 0.0833333h; Microwave irradiation;100%
C11H11IN2O2
1284216-22-3

C11H11IN2O2

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

5-((2-iodophenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
1224437-79-9

5-((2-iodophenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 0.0833333h; Microwave irradiation;100%
C13H15BrN2O2
1284216-62-1

C13H15BrN2O2

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

5-((4-bromo-2,6-dimethylphenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile
1224437-80-2

5-((4-bromo-2,6-dimethylphenyl)diazenyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 0.0833333h; Microwave irradiation;100%
pentane-2,3,4-trione 3-[(2-nitro-phenyl)-hydrazone]
75201-60-4

pentane-2,3,4-trione 3-[(2-nitro-phenyl)-hydrazone]

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

4,6-dimethyl-5-((2-nitrophenyl)diazenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile
1224437-81-3

4,6-dimethyl-5-((2-nitrophenyl)diazenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 0.0833333h; Microwave irradiation;100%
C41H43NO3S3

C41H43NO3S3

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

C49H47N3O4S3

C49H47N3O4S3

Conditions
ConditionsYield
With piperidine Knoevenagel Condensation;100%
((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate
7089-34-1

((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarbonitrile
35982-93-5

1,2-dihydro-2-oxo-5-phenyl-3-pyridinecarbonitrile

Conditions
ConditionsYield
Stage #1: cyanoacetic acid amide With sodium ethanolate In ethanol at 20℃; for 0.5h;
Stage #2: ((E)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate In ethanol at 25℃; for 0.333333h; Mechanism; Time;
100%
5,5-difluoroheptane-2,4-dione

5,5-difluoroheptane-2,4-dione

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

4-(1,1-difluoropropyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

4-(1,1-difluoropropyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile

Conditions
ConditionsYield
With triethylamine Reflux;100%
cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

acetylpinacolin
7307-04-2

acetylpinacolin

4-tert-butyl-3-cyano-6-methyl-2(1H)-pyridinone
146881-62-1

4-tert-butyl-3-cyano-6-methyl-2(1H)-pyridinone

Conditions
ConditionsYield
With lipase from Candida cylindracea In water at 40℃; Rate constant; Kinetics;99.8%
With lipase from Candida cylindracea In water at 40℃;99.8%
In water at 40℃; for 96h; lipase from Candida cylindracea;14.5%
benzaldehyde
100-52-7

benzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

(E)-2-cyano-3-phenylacrylamide
709-79-5, 148238-27-1, 15795-18-3

(E)-2-cyano-3-phenylacrylamide

Conditions
ConditionsYield
for 0.00555556h; Knoevenagel Condensation; Microwave irradiation; stereoselective reaction;99%
With ethanol; sodium Ambient temperature;98%
With tellurium tetrachloride at 80℃; for 0.583333h;94%
5,7-diphenyl-1,2,3,4,4a,5-hexahydro-13H-benzo[4,5]imidazo[2,1-j]quinoline
70194-64-8

5,7-diphenyl-1,2,3,4,4a,5-hexahydro-13H-benzo[4,5]imidazo[2,1-j]quinoline

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

Conditions
ConditionsYield
With manganese(IV) oxide In acetone for 1h; Ambient temperature;99%
5-(4-ethoxylphenyl)-2,3-dihydro-2,3-furandione
93795-24-5

5-(4-ethoxylphenyl)-2,3-dihydro-2,3-furandione

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-Cyano-N-[3-(4-ethoxy-phenyl)-3-oxo-propionyl]-acetamide
113308-11-5

2-Cyano-N-[3-(4-ethoxy-phenyl)-3-oxo-propionyl]-acetamide

Conditions
ConditionsYield
In 1,4-dioxane Heating;99%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

(E)-2-cyano-3-(4-methylphenyl)acrylamide
52287-59-9

(E)-2-cyano-3-(4-methylphenyl)acrylamide

Conditions
ConditionsYield
for 0.00694444h; Knoevenagel Condensation; Microwave irradiation; stereoselective reaction;99%
With ammonium acetate; acetic acid for 0.00833333h; Knoevenagel condensation; Irradiation;94%
With sodium azide In N,N-dimethyl-formamide at 70℃; for 5h; Knoevenagel condensation;91%
With 1-methyl-piperazine In methanol at 20℃; for 20h; Aldol condensation;59%
1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

4,6-diphenyl-2-pyridone
29261-44-7

4,6-diphenyl-2-pyridone

Conditions
ConditionsYield
With potassium tert-butylate In dimethyl sulfoxide at 90℃; for 4h;99%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

dimedone
126-81-8

dimedone

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-amino-4-(4-chloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid amide

2-amino-4-(4-chloro-phenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid amide

Conditions
ConditionsYield
In water for 4h; Heating;99%
With sodium bromide at 85℃; for 0.25h; microwave irradiation;60%
benzaldehyde
100-52-7

benzaldehyde

dimedone
126-81-8

dimedone

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid amide

2-amino-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid amide

Conditions
ConditionsYield
In water for 4h; Heating;99%
With sodium bromide at 85℃; for 0.25h; microwave irradiation;63%

2-Cyanoacetamide Consensus Reports

  Cyanide and its compounds are on the Community Right-To-Know List. Reported in EPA TSCA Inventory.

2-Cyanoacetamide Specification

 1.Introduction of 2-Cyanoacetamide

2-Cyanoacetamide , with its CAS number of 107-91-5, is a kind of White or light yellow crystal. It has synonyms of Acetamide,cyano- (7CI);Malonamide nitrile;Propionamide, 3-nitrilo-;Malonic acid, monoamide mononitrile;Kyanacetamid;cyanoiminoaceticacid;Cyanacetamide;amidkyselinykyanoctove;3-Nitrilo-propionamide and 2-cyano-acetamid. 2-Cyanoacetamide should be stored in shady and cool warehouse and commonly used as the intermediates for medicine, dyes and electroplating solution.

2.Properties of 2-Cyanoacetamide

(1) Molecular Weight: 84.08 (2) H bond acceptors: 3 (3) H bond donors: 2
(4) Freely Rotating Bonds: 1 (5) Polar Surface Area: 44.1 Å2 (6) Index of Refraction: 1.45
(7) Molar Refractivity: 19.42 cm3 (8) Molar Volume: 72.2 cm3 (9) Surface Tension: 51.9 dyne/cm
(10) Density: 1.163 g/cm3 (11) Flash Point: 215 °C (12) Enthalpy of Vaporization: 59.59 kJ/mol
(13) Boiling Point: 351.2 °C at 760 mmHg (14) Vapour Pressure: 4.17E-05 mmHg at 25°C
(15) EINECS: 203-531-8 (16) Melting Point: 119-121 °C(lit.)
 

3.Structure descriptors of 2-Cyanoacetamide

IUPAC Name: 2-cyanoacetamide

InChI: InChI=1S/C3H4N2O/c4-2-1-3(5)6/h1H2,(H2,5,6)

InChIKey: DGJMPUGMZIKDRO-UHFFFAOYSA-N

Canonical SMILES : C(C#N)C(=O)N
 

4.Safety information of 2-Cyanoacetamide

Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-26-28A
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28:After contact with skin, wash immediately with plenty of soap-suds.
RIDADR: UN 3439 6.1/PG 3
WGK Germany: 2
PackingGroup: III

5.Uses of 2-Cyanoacetamide

The 2-Cyanoacetamide can used for process for producing 2,6-dihydroxy-3,4-dimethlpridine. The process includes reacting 2-cyanoacetamide with sodium methoxide followed by condensation with ethyl 2-methylacetoacetate in methanol to give the sodium salt of 2,6-dihydroxy-4,5-dimethyl-3-pyridinecarbonitrile. The sodium salt of 2,6-dihydroxy-4,5-dimethyl-3-pyridinecarbonitrile is hydrolyzed with hydrobromic acid and decarboxylated to the hydrobromide salt of 2,6-dihydroxy-3,4-dimethylpyridine. The desired 2,6-dihydroxy-3,4-dimethylpyridine is produced from the hydrobromide salt by neutralizing the same with sodium hydroxide.
 

6.Toxity data of 2-Cyanoacetamide

1.    

orl-mus LD50:1680 mg/kg

    KHZDAN    Khigiena i Zdraveopazvane. 9 (1966),50.
2.    

ipr-mus LD50:200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) AD691-689 .
3.    

scu-gpg LD50:1155 mg/kg

    MELAAD    Medicina del Lavoro. Industrial Medicine. 47 (1956),192.

 

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