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80756-85-0

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  • (Z)-(2-Amino-4-benzothiazolyl)-(methoxyimino)-acetic acid (S)-2-mercaptobenzothiazolyl ester

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80756-85-0 Usage

Chemical Properties

S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate is light yellow powder

Uses

S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate is used in the synthesis of Cefotaxime and related derivatives, such as: Ceftriaxone (C245000).

Hazard

Low toxicity by ingestion.

Check Digit Verification of cas no

The CAS Registry Mumber 80756-85-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,7,5 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 80756-85:
(7*8)+(6*0)+(5*7)+(4*5)+(3*6)+(2*8)+(1*5)=150
150 % 10 = 0
So 80756-85-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H10N4O2S3/c1-19-17-10(8-6-20-12(14)15-8)11(18)22-13-16-7-4-2-3-5-9(7)21-13/h2-6H,1H3,(H2,14,15)/b17-10-

80756-85-0Synthetic route

2,3-cyclopentenopyridine
533-37-9

2,3-cyclopentenopyridine

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

cefpirome Sulfate
98753-19-6

cefpirome Sulfate

Conditions
ConditionsYield
With sulfuric acid for 0.0666667h; Time; Microwave irradiation;99%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-aminodesacetoxycephalosporanic acid
26395-99-3

7-aminodesacetoxycephalosporanic acid

(Z)-7-[(2-amino-4-thiazolyl-2-methoxyiminoacetylamino)]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
65052-63-3, 65052-69-9

(Z)-7-[(2-amino-4-thiazolyl-2-methoxyiminoacetylamino)]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With dmap; triethylamine In water; acetone at 20℃; for 3.5h; Time;98.5%
(6R,7R)-7-amino-3-[(1-methyl-1-pyrrolidinyl)methyl]-3-cephem-4-carboxylic acid

(6R,7R)-7-amino-3-[(1-methyl-1-pyrrolidinyl)methyl]-3-cephem-4-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

Cefepime dihydrochloride

Cefepime dihydrochloride

Conditions
ConditionsYield
With sulphurous acid; triethylamine In dichloromethane at 0 - 5℃; Concentration; Large scale;98.3%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

di(benzothiazol-2-yl)disulfide
120-78-5

di(benzothiazol-2-yl)disulfide

Conditions
ConditionsYield
With tetrabutylammomium bromide; ozone In methanol at 44℃; for 1.5h; Concentration; Temperature; Large scale;97.5%
sulphapyridine
144-83-2

sulphapyridine

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(pyridin-2-yl)sulfamoyl)phenyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(pyridin-2-yl)sulfamoyl)phenyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;96%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-aminoceftrizine
58909-56-1

7-aminoceftrizine

ceftriaxone disodium
74578-69-1

ceftriaxone disodium

Conditions
ConditionsYield
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-aminoceftrizine With triethylamine In methanol at -2 - 3℃;
Stage #2: With sodium 2-ethylhexanoic acid In water; isopropyl alcohol at 26 - 30℃; for 2h; Product distribution / selectivity;
95.5%
With sodium metabisulfite; edetate disodium; triethylamine In ethanol; water at 1 - 3℃; for 3h; Time;91%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

cefotaxime
63527-52-6

cefotaxime

Conditions
ConditionsYield
With TEA In dichloromethane at 20℃; for 1h; Substitution;95%
With triethylamine In dichloromethane at 20℃; for 1h;95%
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In methanol at 0 - 5℃;
Stage #2: With hydrogenchloride In methanol; water at 0 - 5℃; for 1h; pH=2.3 - 2.5;
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In 1,2-dimethoxyethane at -5 - 0℃;
Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water for 1h; pH=2.6 - 2.8; Product distribution / selectivity;
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-aminoceph-3-em-4-carboxylic acid ester
36923-17-8

7-aminoceph-3-em-4-carboxylic acid ester

ceftizoxime acid

ceftizoxime acid

Conditions
ConditionsYield
With diethylamine In dichloromethane; butan-1-ol at -5℃; for 12h; Solvent; Reagent/catalyst; Autoclave; Large scale;93.6%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid
70458-96-7

1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-3-quinoline carboxylic acid

1-ethyl-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

1-ethyl-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 20 - 25℃; Schotten-Baumann reaction;93%
(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
155723-02-7

(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

diisopropylamine
108-18-9

diisopropylamine

C19H18N6O5S3*C6H15N

C19H18N6O5S3*C6H15N

Conditions
ConditionsYield
Stage #1: (6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With dmap; triethylamine In dichloromethane at 0 - 15℃; Darkness;
Stage #2: diisopropylamine In dichloromethane; water; ethyl acetate
92.8%
7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid

7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

potassium (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

potassium (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: 7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With triethylamine In tetrahydrofuran; water at 0 - 5℃; for 2.25 - 3.33333h;
Stage #2: With potassium acetate In tetrahydrofuran; water; acetone at 20 - 25℃;
89%
7-MPCA

7-MPCA

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

A

cefepime Hydrochloride

cefepime Hydrochloride

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
Stage #1: 7-MPCA With triethylamine In dichloromethane for 0.5h;
Stage #2: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate In dichloromethane at 25 - 28℃; for 2h; Temperature;
A 89%
B n/a
ciprofloxacin
85721-33-1

ciprofloxacin

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

1-cyclopropyl-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

1-cyclopropyl-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 20 - 25℃; Schotten-Baumann reaction;88%
C13H13N3O2S2

C13H13N3O2S2

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

cefditoren
104145-95-1

cefditoren

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 5℃; for 4h;85%
sulfadimethoxine
122-11-2

sulfadimethoxine

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-(2,6-dimethoxypyrimidin-4-yl)sulfamoyl)phenyl)-2-(methoxyimino)acetamide

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-(2,6-dimethoxypyrimidin-4-yl)sulfamoyl)phenyl)-2-(methoxyimino)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;84.6%
(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
155723-02-7

(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt
104146-53-4

7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt

Conditions
ConditionsYield
Stage #1: (6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With sulphurous acid; triethylamine In methanol; dichloromethane at 0 - 5℃; for 4h; Darkness;
Stage #2: With (+/-)-2-n-ethylpentanoic acid sodium salt In water; acetone at 20 - 25℃; for 2h; Temperature;
83.9%
Stage #1: (6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With dmap; triethylamine In dichloromethane at 0 - 15℃; Darkness;
Stage #2: With sodium isooctanoate In water; acetone
82%
sulfisoxazole
127-69-5

sulfisoxazole

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-(3,4-dimethylisoxazol-5-yl)sulfamoyl)phenyl)-2-(methoxyimino)acetamide

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-(3,4-dimethylisoxazol-5-yl)sulfamoyl)phenyl)-2-(methoxyimino)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;83.1%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
24701-69-7

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

cefpodoxime
80210-62-4

cefpodoxime

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at -5 - 5℃; for 2h;82.86%
With triethylamine In tetrahydrofuran at 0 - 5℃; for 2h;82.86%
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; (6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid With triethylamine In methanol at 8 - 12℃;
Stage #2: With sulfuric acid In methanol; water at 0 - 20℃; pH=2.4 - 2.5; Product distribution / selectivity;
With triethylamine In methanol; water at 15 - 20℃;81 mg
(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
155723-02-7

(6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

lithium (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

lithium (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: (6R,7R)-7-amino-3-[(1Z)-2-(4-methyl-5-thiazolyl)vinyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With triethylamine In dichloromethane at 0℃;
Stage #2: With lithium tert-butoxide In dichloromethane; acetone for 1h;
82.1%
7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid

7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt
104146-53-4

7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt

Conditions
ConditionsYield
Stage #1: 7-amino-3-[2-(4-methyl-5-thiazolyl)vinyl]-3-cephem-4-carboxylic acid; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With triethylamine In tetrahydrofuran; water at 0 - 5℃; for 2.25 - 3.33333h;
Stage #2: With sodium 2-ethylhexanoic acid In tetrahydrofuran; water; acetone at 20 - 25℃;
75%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

sulfameter
651-06-9

sulfameter

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(5-methoxypyrimidin-2-yl)sulfamoyl)phenyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(5-methoxypyrimidin-2-yl)sulfamoyl)phenyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;73.7%
1-[((6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]-1-methylpyrrolidinium chloride hydrochloride
113703-50-7

1-[((6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]-1-methylpyrrolidinium chloride hydrochloride

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

Cefepime dihydrochloride

Cefepime dihydrochloride

Conditions
ConditionsYield
Stage #1: 1-[((6R,7R)-7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]-1-methylpyrrolidinium chloride hydrochloride; (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate With triethylamine In water; N,N-dimethyl-formamide at 20℃; for 3h; pH=7;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide Solvent; Reagent/catalyst;
73%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

sarafloxacin
98105-99-8

sarafloxacin

1-(4-fluorobenzyl)-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

1-(4-fluorobenzyl)-6-fluoro-7-(1-(4-((Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetyl)piperazinyl))-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Conditions
ConditionsYield
With triethylamine In ethanol at 20 - 25℃; Schotten-Baumann reaction;72%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

sulfamethoxazole
91687-52-4

sulfamethoxazole

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(4-methyloxazol-2-yl)sulfamoyl)phenyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-(N-(4-methyloxazol-2-yl)sulfamoyl)phenyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;70.7%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

4-(2-aminoethyl)benzenesulfonamide
35303-76-5

4-(2-aminoethyl)benzenesulfonamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylphenethyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylphenethyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;65%
sulfabenzamide
127-71-9

sulfabenzamide

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(Z)-N-((4-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)phenyl)sulfonyl)benzamide

(Z)-N-((4-(2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)phenyl)sulfonyl)benzamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;65%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene
57-67-0

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-carbamimidoylsulfamoyl)phenyl)-2-(methoxyimino)acetamide

(Z)-2-(2-aminothiazol-4-yl)-N-(4-(N-carbamimidoylsulfamoyl)phenyl)-2-(methoxyimino)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;64.7%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

sulfanilamide
63-74-1

sulfanilamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylphenyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylphenyl)acetamide

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; Inert atmosphere;63.8%
4-homosulfanilamide
138-39-6

4-homosulfanilamide

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylbenzyl)acetamide

(Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)-N-(4-sulfamoylbenzyl)acetamide

Conditions
ConditionsYield
With pyridine; triethylamine In ethanol; dichloromethane at 20℃; Inert atmosphere;61.5%
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

(6R-trans)-7-amino-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid trifluoroacetic acid salt
135327-68-3

(6R-trans)-7-amino-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid trifluoroacetic acid salt

<6R-<6α,7β-(Z)>>-7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid
135312-05-9

<6R-<6α,7β-(Z)>>-7-<<(2-amino-4-thiazolyl)(methoxyimino)acetyl>amino>-3-<<<<4-(3-carboxy-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-quinolinyl)-1-piperazinyl>carbonyl>oxy>methyl>-8-oxo-5-thia-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With potassium hydrogencarbonate In tetrahydrofuran; water Ambient temperature;59.8%

80756-85-0Upstream product

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