Product Name

  • Name

    Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate

  • EINECS 264-910-1
  • CAS No. 64485-82-1
  • Article Data11
  • CAS DataBase
  • Density 1.56 g/cm3
  • Solubility
  • Melting Point 195-197 °C
  • Formula C7H9N3O3S
  • Boiling Point 426.8 °C at 760 mmHg
  • Molecular Weight 215.233
  • Flash Point 211.9 °C
  • Transport Information
  • Appearance light yellow to beige fine powder
  • Safety 26-37/39-24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 64485-82-1 (Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate)
  • Hazard Symbols IrritantXi
  • Synonyms 4-Thiazoleaceticacid, 2-amino-a-(hydroxyimino)-,ethyl ester, (Z)-;Ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetate;
  • PSA 126.04000
  • LogP 1.04790

Synthetic route

thiourea
17356-08-0

thiourea

ethyl 4-chloro-2-hydroxyimino-3-oxo-butyrate
66338-95-2

ethyl 4-chloro-2-hydroxyimino-3-oxo-butyrate

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Conditions
ConditionsYield
In ethanol; water at 20℃; for 1h;
In N,N-dimethyl acetamide at 20℃; for 3h;8.9 g
ethyl 2-(hydroxyimino)-3-oxybutyrate
66508-93-8

ethyl 2-(hydroxyimino)-3-oxybutyrate

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SO2Cl2; glac. AcOH / 1 h / 58 - 60 °C
2: 8.9 g / N,N-dimethyl-acetamide / 3 h / 20 °C
View Scheme
With sulfuryl dichloride; thiourea; 2,3-Dimethylaniline In diethyl ether; ethanol; dichloromethane
ethyl acetoacetate
141-97-9

ethyl acetoacetate

3,7,8,8-tetramethyl-non-6ξ-en-1-yn-3-ol

3,7,8,8-tetramethyl-non-6ξ-en-1-yn-3-ol

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. NaNO2; glac. AcOH / 0.5 h / 10 °C
2: SO2Cl2; glac. AcOH / 1 h / 58 - 60 °C
3: 8.9 g / N,N-dimethyl-acetamide / 3 h / 20 °C
View Scheme
ethyl acetoacetate
141-97-9

ethyl acetoacetate

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium nitrite; acetic acid / water / 3.7 h / 20 °C
2.1: sulfuric acid / water; methanol; ethanol / 15 - 20 °C
2.2: 3407 / 2.5 h / 20 - 28 °C
View Scheme
ethyl 2-(hydroxyimino)-3-oxybutyrate
66508-93-8

ethyl 2-(hydroxyimino)-3-oxybutyrate

thiourea
17356-08-0

thiourea

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

Conditions
ConditionsYield
Stage #1: ethyl 2-(hydroxyimino)-3-oxybutyrate With sulfuric acid In methanol; ethanol; water at 15 - 20℃;
Stage #2: thiourea With tetrabutylammomium bromide; potassium carbonate In methanol at 20 - 28℃; for 2.5h;
trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate
69689-86-7

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate

Conditions
ConditionsYield
Stage #1: (Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate With triethylamine In acetonitrile at 20 - 25℃; for 0.166667h;
Stage #2: trityl chloride In acetonitrile at 55 - 60℃; for 1h;		99.2%
With triethylamine In N,N-dimethyl-formamide at 50℃;85%
With triethylamine In N,N-dimethyl-formamide at 50℃;85%
sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

3-bromopropylamine tert-butylcarbamate
83948-53-2

3-bromopropylamine tert-butylcarbamate

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (2Z)-2-(2-aminothiazol-4-yl)-2-(3-N-tert-butoxycarbonylaminopropoxyimino)acetate

ethyl (2Z)-2-(2-aminothiazol-4-yl)-2-(3-N-tert-butoxycarbonylaminopropoxyimino)acetate

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate; N,N-dimethyl-formamide96%
With potassium carbonate In water; ethyl acetate; N,N-dimethyl-formamide96%
...Expand
triphenylmethyl alcohol
76-84-6

triphenylmethyl alcohol

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate
128438-00-6

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate

Conditions
ConditionsYield
Stage #1: triphenylmethyl alcohol; (Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate With boron trifluoride diethyl etherate; acetic acid In water; ethyl acetate at -5 - 45℃; for 25.5h; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In water		92%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

4-<(Z)-1-Carbethoxy-1-hydroxyimino>methyl-2-chloroacetamidothiazole
94418-08-3

4-<(Z)-1-Carbethoxy-1-hydroxyimino>methyl-2-chloroacetamidothiazole

Conditions
ConditionsYield
In N,N-dimethyl acetamide 1) 30 min., 0 deg C, 2) 30 min., room temper.;88%
Cyclopentyl bromide
137-43-9

Cyclopentyl bromide

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(cyclopentyloxyimino)acetate
74439-94-4

ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(cyclopentyloxyimino)acetate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 50℃; for 20h;81%
benzimidazo[2,1-a]benz[de]isoquinoline-7-one-12-carboxylic acyl chloride

benzimidazo[2,1-a]benz[de]isoquinoline-7-one-12-carboxylic acyl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (Z)-2-(hydroxyimino)-2-(2-(benzimidazo[2,1-α]benz[de]isoquinoline-7-one-12-carboxamido)thiazol-4-yl)acetate

ethyl (Z)-2-(hydroxyimino)-2-(2-(benzimidazo[2,1-α]benz[de]isoquinoline-7-one-12-carboxamido)thiazol-4-yl)acetate

Conditions
ConditionsYield
In chloroform; N,N-dimethyl-formamide at 20℃; for 0.5h;21%
trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (Z)-2-hydroxyimino-2-(2-triphenylmethylaminothiazol-4-yl)acetate
66338-99-6

ethyl (Z)-2-hydroxyimino-2-(2-triphenylmethylaminothiazol-4-yl)acetate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 1h;
With triethylamine In N,N-dimethyl-formamide at 20℃;
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetic acid
66338-96-3

2-(2-Amino-1,3-thiazol-4-yl)-2-(hydroxyimino)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 45℃; for 0.5h;
With sodium hydroxide In ethanol
With sodium hydroxide In ethanol
N,N-dimethyl acetamide
127-19-5

N,N-dimethyl acetamide

trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(Z)-(2-aminothiazol-4-yl)-2-trityloxyiminoacetic acid N,N-dimethylacetamide solvate

(Z)-(2-aminothiazol-4-yl)-2-trityloxyiminoacetic acid N,N-dimethylacetamide solvate

Conditions
ConditionsYield
Yield given. Multistep reaction;
...Expand
trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

A

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate
69689-86-7

ethyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate

B

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate
128438-00-6

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran 1.) r.t., 2 h, 2.) 40 deg C, 4 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
...Expand
trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

A

(Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid
128438-01-7

(Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid

B

(Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid
68786-47-0

(Z)-2-(trityloxyimino)-2-(2-tritylamino-4-thiazolyl)acetic acid

Conditions
ConditionsYield
With potassium tert-butylate 1.) THF, r.t., 2 h; 40 deg C, 4 h, 2.) EtOH, reflux, 4 h; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With potassium tert-butylate 1.) THF, r.t., 2 h; 40 deg C, 4 h, 2.) EtOH, reflux, 4 h; Yield given. Multistep reaction. Title compound not separated from byproducts;
...Expand
trityl chloride
76-83-5

trityl chloride

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate
128438-00-6

ethyl (2-aminothiazol-4-yl)-2-(Z)-(trityloxyimino)acetate

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran
In tetrahydrofuran; chloroform; mineral oil
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

cefdinir
91832-40-5

cefdinir

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 52.2 percent / TEA / CHCl3 / 1.5 h / 20 °C
2: 97.6 percent / aq. NaOH / dioxane / 2 h / 100 - 110 °C
3: 92.4 percent / N,N-dimethylaniline; POCl3 / CH2Cl2 / 1.5 h / -15 - -10 °C
4: TFA; anisole / CH2Cl2 / 0 - 5 °C
5: 2.54 g / aq. HCOOH / 3 h / 20 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

7β-[(Z)-2-(2-amino-4-thiazolyl)-2-(trityloxyamino)acetamido]-3-vinylcephem-4-carboxylic acid
128454-32-0

7β-[(Z)-2-(2-amino-4-thiazolyl)-2-(trityloxyamino)acetamido]-3-vinylcephem-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 52.2 percent / TEA / CHCl3 / 1.5 h / 20 °C
2: 97.6 percent / aq. NaOH / dioxane / 2 h / 100 - 110 °C
3: 92.4 percent / N,N-dimethylaniline; POCl3 / CH2Cl2 / 1.5 h / -15 - -10 °C
4: TFA; anisole / CH2Cl2 / 0 - 5 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

sodium 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate

sodium 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(tritylhydroxyimino)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 52.2 percent / TEA / CHCl3 / 1.5 h / 20 °C
2: 97.6 percent / aq. NaOH / dioxane / 2 h / 100 - 110 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

diphenylmethyl 7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-tritylhydroxyimino]-3-vinyl-3-cephem-4-carboxylate
123201-39-8

diphenylmethyl 7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-tritylhydroxyimino]-3-vinyl-3-cephem-4-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 52.2 percent / TEA / CHCl3 / 1.5 h / 20 °C
2: 97.6 percent / aq. NaOH / dioxane / 2 h / 100 - 110 °C
3: 92.4 percent / N,N-dimethylaniline; POCl3 / CH2Cl2 / 1.5 h / -15 - -10 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid
128438-01-7

(Z)-2-(2-aminothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: T-BuOK / tetrahydrofuran
2: KOH / ethanol / Saponification
View Scheme
Multi-step reaction with 2 steps
1.1: boron trifluoride diethyl etherate / acetic acid / ethyl acetate; water / 25.5 h / -5 - 45 °C / Inert atmosphere
2.1: potassium hydroxide; water / ethanol / 20 - 30 °C / Reflux
2.2: pH 4 - 5
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid
189449-52-3

(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: T-BuOK / tetrahydrofuran
2: KOH / ethanol / Saponification
3: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

MC-02,479

MC-02,479

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: T-BuOK / tetrahydrofuran
2.1: KOH / ethanol / Saponification
3.1: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C
4.1: 65 percent / pyridine; POCl3 / tetrahydrofuran / 0.5 h / cooling
5.1: 95 percent / sodium hydrogen sulfide hydrate / dimethylformamide / 0.25 h / -20 °C
6.1: 26 percent / dimethylformamide / 20 °C
7.1: trifluoroacetic acid / CH2Cl2 / 1.5 h
7.2: formic acid / H2O / 4 h / 20 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester
189449-54-5

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate diphenylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: T-BuOK / tetrahydrofuran
2: KOH / ethanol / Saponification
3: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C
4: 65 percent / pyridine; POCl3 / tetrahydrofuran / 0.5 h / cooling
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester
189449-55-6

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-mercapto-3-cephem-4-carboxylate diphenylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: T-BuOK / tetrahydrofuran
2: KOH / ethanol / Saponification
3: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C
4: 65 percent / pyridine; POCl3 / tetrahydrofuran / 0.5 h / cooling
5: 95 percent / sodium hydrogen sulfide hydrate / dimethylformamide / 0.25 h / -20 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[3-(N-tert-butoxycarbonylaminoethylthiomethyl)pyrid-4-ylthio]-3-cephem-4-carboxylate diphenylmethyl ester
189449-58-9

(7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino)acetamido]-3-[3-(N-tert-butoxycarbonylaminoethylthiomethyl)pyrid-4-ylthio]-3-cephem-4-carboxylate diphenylmethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: T-BuOK / tetrahydrofuran
2: KOH / ethanol / Saponification
3: 71 percent / N-chlorosuccinimide / dimethylformamide / 20 °C
4: 65 percent / pyridine; POCl3 / tetrahydrofuran / 0.5 h / cooling
5: 95 percent / sodium hydrogen sulfide hydrate / dimethylformamide / 0.25 h / -20 °C
6: 26 percent / dimethylformamide / 20 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate
143183-03-3

S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: 1.) Ph3P / 1.) CH2Cl2, r.t., 40 min, 2.) r.t., 1.5 h
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester
152401-10-0

(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-trityloxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: 1.) Ph3P / 1.) CH2Cl2, r.t., 40 min, 2.) r.t., 1.5 h
3: dimethylformamide; propan-1-ol / 2 h / Ambient temperature
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-hydroxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester; compound with toluene-4-sulfonic acid

(6R,7R)-7-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-hydroxyimino]-acetylamino}-3-methoxymethyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (S)-1-(2,2-dimethyl-propionyloxy)-ethyl ester; compound with toluene-4-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: 1.) Ph3P / 1.) CH2Cl2, r.t., 40 min, 2.) r.t., 1.5 h
3: dimethylformamide; propan-1-ol / 2 h / Ambient temperature
4: 86 percent / propan-1-ol / 1.5 h / 80 °C
View Scheme
(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate
64485-82-1

(Z)-ethyl 2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetate

(Z)-2-(2-aminothiazol-4-yl)-2-(cyclopentyloxyimino)acetic acid
74439-96-6

(Z)-2-(2-aminothiazol-4-yl)-2-(cyclopentyloxyimino)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / potassium carbonate / dimethylsulfoxide / 20 h / 50 °C
2: 80 percent / aq. NaOH / H2O; ethanol / 16 h / Ambient temperature
View Scheme

Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate Chemical Properties

Molecular Structure of Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate (CAS NO.64485-82-1):
                    
IUPAC Name: Ethyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetate 
Empirical Formula: C7H9N3O3S
Molecular Weight: 215.2297
EINECS: 264-910-1
H bond acceptors: 6
H bond donors: 3
Freely Rotating Bonds: 5
Polar Surface Area: 92.26 Å2
Index of Refraction: 1.662
Molar Refractivity: 50.99 cm3
Molar Volume: 137.6 cm3
Surface Tension: 63.7 dyne/cm
Density: 1.56 g/cm3
Flash Point: 211.9 °C
Melting point: 195-197 °C(lit.)
Enthalpy of Vaporization: 71.86 kJ/mol
Boiling Point: 426.8 °C at 760 mmHg
Vapour Pressure: 4.8E-08 mmHg at 25 °C
InChI
InChI=1/C7H9N3O3S/c1-2-13-6(11)5(10-12)4-3-14-7(8)9-4/h3,12H,2H2,1H3,(H2,8,9)/b10-5-
Smiles
CCOC(=O)\C(=N/O)c1csc(n1)N
Product Categories: Pharmaceutical Intermediates; Cephalosporins; Building Blocks; Heterocyclic Building Blocks; Thiazoles

Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3

Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate Specification

  Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate , with CAS number of 64485-82-1, can be called ethyl 2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetate ; Ethyl 2-amino-alpha-(hydroxyimino)-4-thiazoleacetate ; ehata ; 4-Thiazoleacetic acid, 2-amino-alpha-(hydroxyimino)-, ethyl ester . It is a light yellow to beige fine powder.

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View