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97148-39-5

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  • High quality Syn-2-Methoxy-imino-2-(2-furyl)-acetic acid, ammonium salt ( SMIA ) supplier in China

    Cas No: 97148-39-5

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97148-39-5 Usage

Chemical Properties

light yellow-beige to beige crystalline powder

Check Digit Verification of cas no

The CAS Registry Mumber 97148-39-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,7,1,4 and 8 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 97148-39:
(7*9)+(6*7)+(5*1)+(4*4)+(3*8)+(2*3)+(1*9)=165
165 % 10 = 5
So 97148-39-5 is a valid CAS Registry Number.
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/b8-6-;

97148-39-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (Z)-2-Methoxyimino-2-(Fur-2-yl)-Aceticacid ,Ammonium Salt

1.2 Other means of identification

Product number -
Other names SIMA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:97148-39-5 SDS

97148-39-5Synthetic 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;

97148-39-5Upstream product

97148-39-5Relevant articles and documents

Method for converting furan ammonium salt cis-trans isomer

-

Paragraph 0035-0150, (2019/01/15)

The invention belongs to the technical field of medical intermediate preparation, and specifically relates to a method for converting a furan ammonium salt cis-trans isomer. The method comprises the following steps: dissolving a furan trans isomer (E)-SMIA in an organic solvent, then performing an isomerization reaction with a catalyst in the organic solvent to convert the (E)-SMIA into a cis isomer of furan ammonium salt (Z)-SMIA. In an implementation process of the technology provided by the invention, the catalyst can be recycled; experiments prove that after the catalyst is recycled for 101 times, the product conversion rate is not reduced, and any change of the catalyst structure is not observed; the operation process is simple, no additives are added during the conversion, the generation of other three wastes is avoided, and the production technology is green and environmentally friendly.

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