Product Name

  • Name

    (Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt

  • EINECS 405-990-1
  • CAS No. 97148-39-5
  • Density 1.4172 (rough estimate)
  • Solubility
  • Melting Point 182oC
  • Formula C7H10N2O4
  • Boiling Point 284.7 °C at 760 mmHg
  • Molecular Weight 186.167
  • Flash Point 126 °C
  • Transport Information
  • Appearance light yellow-beige to beige crystalline powder
  • Safety 24/25-43-22-2
  • Risk Codes 36/37/38-11
  • Molecular Structure Molecular Structure of 97148-39-5 ((Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt)
  • Hazard Symbols IrritantXi, FlammableF
  • Synonyms 2-Furanaceticacid, a-(methoxyimino)-, ammonium salt,(Z)-;2-Furanacetic acid, a-(methoxyimino)-, ammonium salt, (aZ)- (9CI);
  • PSA 74.86000
  • LogP -0.24380

Synthetic route

(E)-2-methoxyimino-2-(furan-2-yl)acetic acid ammonium

(E)-2-methoxyimino-2-(furan-2-yl)acetic acid ammonium

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

Conditions
ConditionsYield
With hydrogenated catalyst Fe3P In dichloromethane at 0℃; for 1h; Temperature; Solvent; Concentration; Reagent/catalyst; Large scale; Green chemistry;95%
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
15690-38-7

(6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-[2-(2-furyl)-2-(methoxyimino)acetamido]-3-hydroxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
56271-94-4

(6R,7R)-7-[2-(2-furyl)-2-(methoxyimino)acetamido]-3-hydroxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
Stage #1: (Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt With N,N-dimethyl acetamide; phosphorus pentachloride In dichloromethane at -30 - -10℃; for 1.33333h;
Stage #2: (6R,7R)-7-amino-3-hydroxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid With sodium hydroxide In dichloromethane; water for 2h; pH=6.5 - 7;		89.1%
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

C8H9NO6S*H3N

C8H9NO6S*H3N

Conditions
ConditionsYield
With triethylamine In ethyl acetate at -30 - -20℃; for 0.5 - 0.75h;
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

cefuroxime sodium

cefuroxime sodium

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine / chloroform / 0.17 h / 5 °C
1.2: 1 h
2.1: triethylamine; chloro-trimethyl-silane / chloroform / 0.5 h / 5 °C
2.2: 4 h / 5 °C
3.1: water; sodium hydroxide / methanol / 1 h / -15 - 5 °C
4.1: acetone / 1 h / 5 °C
4.2: 4 h / 45 °C
5.1: sodium lactate / acetone; water; ethanol / 0.08 h
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

(6R,7R)-7-[2-(2-furyl)-2-(methoxyimino)acetamido]-3-hydroxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
56271-94-4

(6R,7R)-7-[2-(2-furyl)-2-(methoxyimino)acetamido]-3-hydroxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine / chloroform / 0.17 h / 5 °C
1.2: 1 h
2.1: triethylamine; chloro-trimethyl-silane / chloroform / 0.5 h / 5 °C
2.2: 4 h / 5 °C
3.1: water; sodium hydroxide / methanol / 1 h / -15 - 5 °C
View Scheme
Multi-step reaction with 2 steps
1: bis(trichloromethyl) carbonate; N,N-dimethyl acetamide / dichloromethane / -21 - -10 °C / Green chemistry
2: sodium hydroxide / dichloromethane; water / 0 °C / pH 6 - 8 / Green chemistry
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

Cefuroxime
55268-75-2

Cefuroxime

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / chloroform / 0.17 h / 5 °C
1.2: 1 h
2.1: triethylamine; chloro-trimethyl-silane / chloroform / 0.5 h / 5 °C
2.2: 4 h / 5 °C
3.1: water; sodium hydroxide / methanol / 1 h / -15 - 5 °C
4.1: acetone / 1 h / 5 °C
4.2: 4 h / 45 °C
View Scheme
Multi-step reaction with 4 steps
1: phosphorus pentachloride / dichloromethane; N,N-dimethyl acetamide / 1 h / -25 - 30 °C / Inert atmosphere
2: sodium hydroxide / -2 - 6 °C / pH 7 - 7.6
3: sodium hydroxide / methanol; water / -20 - -16 °C
4: tetrahydrofuran / 0.5 h / -70 - -45 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: bis(trichloromethyl) carbonate; N,N-dimethyl acetamide / dichloromethane / -21 - -10 °C / Green chemistry
2: sodium hydroxide / dichloromethane; water / 0 °C / pH 6 - 8 / Green chemistry
3: Methyl formate / -35 - -20 °C / Green chemistry
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

7-[(Z)-2-Furyl-2-methoxyiminoacetamido]-3-acetoxymethyl-3-cephalosporanic acid
39685-31-9

7-[(Z)-2-Furyl-2-methoxyiminoacetamido]-3-acetoxymethyl-3-cephalosporanic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / chloroform / 0.17 h / 5 °C
1.2: 1 h
2.1: triethylamine; chloro-trimethyl-silane / chloroform / 0.5 h / 5 °C
2.2: 4 h / 5 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

(2Z)-2-furyl(methoxyimino)acetyl-p-toluenesulfonic anhydride

(2Z)-2-furyl(methoxyimino)acetyl-p-toluenesulfonic anhydride

Conditions
ConditionsYield
Stage #1: (Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt With triethylamine In chloroform at 5℃; for 0.166667h;
Stage #2: p-toluenesulfonyl chloride In chloroform for 1h; Temperature;
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

(6R,7R)-7-[2-furanyl(methoxyimino)acetamido]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,6-diaminocaproic acid

(6R,7R)-7-[2-furanyl(methoxyimino)acetamido]-3-carbamoyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 2,6-diaminocaproic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: phosphorus pentachloride / dichloromethane; N,N-dimethyl acetamide / 1 h / -25 - 30 °C / Inert atmosphere
2: sodium hydroxide / -2 - 6 °C / pH 7 - 7.6
3: sodium hydroxide / methanol; water / -20 - -16 °C
4: tetrahydrofuran / 0.5 h / -70 - -45 °C / Inert atmosphere
5: triethylamine / water; isopropyl alcohol / -10 - 5 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

3-decarbamoyl-acetyl-cefuroxime sodium

3-decarbamoyl-acetyl-cefuroxime sodium

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus pentachloride / dichloromethane; N,N-dimethyl acetamide / 1 h / -25 - 30 °C / Inert atmosphere
2: sodium hydroxide / -2 - 6 °C / pH 7 - 7.6
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

3-decarbamoyl cefuroxime acid

3-decarbamoyl cefuroxime acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus pentachloride / dichloromethane; N,N-dimethyl acetamide / 1 h / -25 - 30 °C / Inert atmosphere
2: sodium hydroxide / -2 - 6 °C / pH 7 - 7.6
3: sodium hydroxide / methanol; water / -20 - -16 °C
View Scheme
Multi-step reaction with 4 steps
1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2: sulfuric acid / acetone / 6 h / 50 °C
3: sodium hydroxide / water / 5 h / -10 - -5 °C
4: sodium hydroxide / acetone; water / 0.5 h / -12 - -5 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

cis-2-methoxyimino-2-(furan-2-yl)acetyl chloride

cis-2-methoxyimino-2-(furan-2-yl)acetyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride In dichloromethane; N,N-dimethyl acetamide at -25 - 30℃; for 1h; Inert atmosphere;
With N,N-dimethyl acetamide; bis(trichloromethyl) carbonate In dichloromethane at -21 - -10℃; Green chemistry;
With phosphorus pentachloride In N,N-dimethyl acetamide; ethyl acetate at 0 - 10℃; for 2.5h; Solvent; Temperature;
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

cefuroxime
97232-97-8

cefuroxime

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2.1: sulfuric acid / acetone / 6 h / 50 °C
3.1: sodium hydroxide / water / 5 h / -10 - -5 °C
4.1: sodium hydroxide / acetone; water / 0.5 h / -12 - -5 °C
5.1: ethyl acetate / 0.67 h / -50 - -40 °C
5.2: 0.5 h
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

trans-cefuroxime axetil
97232-96-7

trans-cefuroxime axetil

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2.1: sulfuric acid / acetone / 6 h / 50 °C
3.1: sodium hydroxide / water / 5 h / -10 - -5 °C
4.1: sodium hydroxide / acetone; water / 0.5 h / -12 - -5 °C
5.1: ethyl acetate / 0.67 h / -50 - -40 °C
5.2: 0.5 h
6.1: N,N-dimethyl-formamide / 3 h / 10 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

C15H15N3O6S

C15H15N3O6S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2: sulfuric acid / acetone / 6 h / 50 °C
3: sodium hydroxide / water / 3 h / 10 - 15 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

trans-2-methoxyimino-2-(furan-2-yl)acetyl chloride

trans-2-methoxyimino-2-(furan-2-yl)acetyl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2: sulfuric acid / acetone / 6 h / 50 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

acetyl trans-cefuroxime

acetyl trans-cefuroxime

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2: sulfuric acid / acetone / 6 h / 50 °C
3: sodium hydroxide / water / 5 h / -10 - -5 °C
View Scheme
(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt
97148-39-5

(Z)-2-methoxyimino-2-(furyl-2-yl)acetic acid ammonium salt

n-methoxyimino-2-furanacetyl chloride

n-methoxyimino-2-furanacetyl chloride

Conditions
ConditionsYield
With phosphorus pentachloride In chloroform; N,N-dimethyl acetamide at -20 - -12℃; for 1.33333h; Solvent;

(Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt Chemical Properties

Molecular Structure of (Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt (CAS NO.97148-39-5):

IUPAC Name: (2E)-2-(furan-2-yl)-2-methoxyiminoacetate 
Molecular Formula:C7H10N2O4
Molecular Weight:186.17
H bond acceptors: 6
H bond donors: 4
Freely Rotating Bonds: 3
Polar Surface Area: 74.86 Å2
Flash Point: 160.9 °C
Enthalpy of Vaporization: 61.86 kJ/mol
Boiling Point: 342.4 °C at 760 mmHg
Vapour Pressure: 2.91E-05 mmHg at 25°C
EINECS: 405-990-1
Product Categories: Furan&Benzofuran
SMILES: [NH4+].CON=C(c1ccco1)C([O-])=O
InChI: InChI=1/C7H7NO4.H3N/c1-11-8-6(7(9)10)5-3-2-4-12-5;/h2-4H,1H3,(H,9,10);1H3

(Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt Safety Profile

Hazard Codes: IrritantXi,FlammableF
Risk Statements: 36/37/38-11
R36/37/38:Irritating to eyes, respiratory system and skin. 
R11:Highly flammable.
Safety Statements: 24/25-43-22-2
S24/25:Avoid contact with skin and eyes. 
S43:In case of fire use ... (there follows the type of fire-fighting equipment to be used.) 
S22:Do not breathe dust. 
S2:Keep out of the reach of children.

(Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt Specification

  (Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt , with CAS number of 97148-39-5, can be called Methoxyiminofuranammoniumacetate ; syn-2-methoxyimino-2-(2-furyl)-aceticacid-ammoniasalt ; AMF ; Ammonium-2-methoxyimino furylacetate ; sym-2-methoxyimino-2-(2-furyl)-acetic acid ammonium salt ; syn-2-methoxy-imino-2-(2-furyl)-acetic acid ammonium salt ; syn-2-methoxyiminofuranglycolic acid, ammonium salt ; syn-methoxyimino-alpha-furanyl-acetic acid ammonium salt . It is a light yellow-beige to beige crystalline powder.

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