ethyl 2-amino-1,3-thiazol-4-acetate
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 3h; Reflux; | 89.7% |
With water; sodium hydroxide at 20 - 25℃; for 0.5h; Temperature; | 86.23% |
With water; sodium hydroxide In ethanol for 5h; Reflux; |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide at 30 - 40℃; for 0.5h; Temperature; | 89.5% |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With potassium hydroxide |
2-amino-4-thiazoleacetic acid
ethanol
ethyl 2-amino-1,3-thiazol-4-acetate
Conditions | Yield |
---|---|
With thionyl chloride at 0 - 20℃; for 16h; | 100% |
With thionyl chloride at 0 - 25℃; for 16h; | 98% |
With hydrogenchloride for 3h; Heating; | 92% |
With hydrogenchloride Heating; | 59% |
With thionyl chloride at -5 - 20℃; for 13h; |
methanol
2-amino-4-thiazoleacetic acid
methyl 2-aminothiazole-4-acetate hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride for 0.5h; | 99% |
Conditions | Yield |
---|---|
With 2,4-Dichloro-6-methoxy-1,3,5-triazine; triethylamine In water; acetone at 0 - 10℃; pH=5; Solvent; pH-value; | 95% |
methanol
2-amino-4-thiazoleacetic acid
(2-amino-thiazol-4-yl)-acetic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: methanol; 2-amino-4-thiazoleacetic acid With sulfuric acid In methanol at 0℃; Reflux; Stage #2: With sodium hydrogencarbonate pH=8 - 9; | 93% |
Stage #1: methanol; 2-amino-4-thiazoleacetic acid With sulfuric acid at 0 - 5℃; for 5h; Heating / reflux; Stage #2: With sodium hydrogencarbonate In water pH=8 - 9; | 93% |
With thionyl chloride for 12h; | 91% |
2-amino-4-thiazoleacetic acid
YM-208876
(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide
Conditions | Yield |
---|---|
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 In water at 20℃; for 0.0833333h; Stage #2: With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h; Reagent/catalyst; Temperature; | 92.6% |
With hydrogenchloride; 1,2-dichloro-ethane In water at 30℃; for 5h; | 88.31% |
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In d7-N,N-dimethylformamide at 25℃; for 13h; Reagent/catalyst; | 84% |
With hydrogenchloride; dmap In water at 20℃; for 6h; | 79% |
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 With hydrogenchloride In water at 25 - 30℃; for 0.25h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 25 - 30℃; Stage #3: With sodium hydroxide In water at 0 - 5℃; pH=9; | 144 g |
2-amino-4-thiazoleacetic acid
(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h; pH=1.8 - 2; | 92% |
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20 - 25℃; for 4h; Concentration; | 82% |
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water for 1h; |
2-amino-4-thiazoleacetic acid
di-tert-butyl dicarbonate
2-{2[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}acetic acid
Conditions | Yield |
---|---|
In isopropyl alcohol at 0 - 20℃; for 12h; Solvent; | 92% |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 5 - 10℃; for 2h; | 90% |
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15℃; for 3h; | 89.3% |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With triethylamine In water at 120℃; for 0.333333h; Reagent/catalyst; Solvent; Temperature; Microwave irradiation; | 90% |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 5℃; | 89% |
2-amino-4-thiazoleacetic acid
(R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride
(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 28℃; for 3h; Concentration; | 84.5% |
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride In water at 25 - 30℃; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 25 - 30℃; for 2h; | 84% |
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h; Stage #2: With sodium hydroxide In water |
2-amino-4-thiazoleacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-amino-4-thiazoleacetic acid; (1R)-2-{[2-(4-aminophenyl)ethyl]amino}-1-phenylethan-1-ol hydrochloride With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20 - 25℃; for 3h; Stage #2: With hydrogen bromide In 2-methyltetrahydrofuran at 20 - 25℃; for 1h; | 83% |
2-amino-4-thiazoleacetic acid
(R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water for 1h; | 83% |
2-amino-4-thiazoleacetic acid
tert-butyl (5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate
tert-butyl (5R)-2-(4-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}benzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; | 81% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With hydrogenchloride; dmap at 20℃; for 6h; | 79.7% |
2-amino-4-thiazoleacetic acid
(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide
Conditions | Yield |
---|---|
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h; | 75.7% |
Conditions | Yield |
---|---|
With triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 25℃; Temperature; Reagent/catalyst; Solvent; | 67.05% |
2-amino-4-thiazoleacetic acid
2-tolyl isocyanate
Conditions | Yield |
---|---|
In CH2Cl; dichloromethane; acetone | 66% |
2-amino-4-thiazoleacetic acid
N-hydroxyethyl-4-bromine-1,8-naphthalimide
Conditions | Yield |
---|---|
With palladium diacetate In toluene at 90℃; for 48h; Time; | 52% |
2-amino-4-thiazoleacetic acid
tert-butyl (S)-N-[2-(4-aminophenyl)ethyl]-N-(2-hydroxy-3-phenoxy)propylcarbamate
tert-butyl (S)-N-[2-(4-{[2-(2-aminothiazol-4-yl)acetyl]amino}phenyl)ethyl]-N-(2-hydroxy-3-phenoxypropyl)carbamate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 17h; | 50% |
2-amino-4-thiazoleacetic acid
(S)-1-[6-Propyl-4-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-thieno[2,3-d]pyrimidin-2-yl]-pyrrolidin-3-ylamine
2-(2-Amino-thiazol-4-yl)-N-{(S)-1-[6-propyl-4-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-thieno[2,3-d]pyrimidin-2-yl]-pyrrolidin-3-yl}-acetamide
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; | 43% |
pyridine-4-methanol
2-amino-4-thiazoleacetic acid
1,1'-carbonyldiimidazole
Conditions | Yield |
---|---|
Stage #1: pyridine-4-methanol; 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; Stage #2: 2-amino-4-thiazoleacetic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran at 20℃; | 30% |
Stage #1: pyridine-4-methanol; 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; for 5h; Stage #2: 2-amino-4-thiazoleacetic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran at 20℃; | 30% |
2-amino-4-thiazoleacetic acid
N-(3-{(R)-2-[3-(5-amino-indol-1-yl)-1,1-dimethyl-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide
N-(1-{3-[(R)-2-[3-(phenylsulphonylamino)phenyl]-2-hydroxyethylamino]-3-methylbutyl}-1H-indol-5-yl)-2-(2-aminothiazol-4-yl)acetamide
Conditions | Yield |
---|---|
Stage #1: N-(3-{(R)-2-[3-(5-amino-indol-1-yl)-1,1-dimethyl-propylamino]-1-hydroxy-ethyl}-phenyl)-benzenesulphonamide With hydrogenchloride In water Stage #2: 2-amino-4-thiazoleacetic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 3h; | 29% |
2-amino-4-thiazoleacetic acid
N,N-dimethyl-aniline
3-[(N,N-dimethylaminophenyl)-4'-diazenyl]thiazoleacetic acid
Conditions | Yield |
---|---|
Stage #1: 2-amino-4-thiazoleacetic acid With sulfuric acid; sodium nitrite In acetic acid; propionic acid at 5 - 10℃; for 0.333333h; Stage #2: N,N-dimethyl-aniline In acetic acid; propionic acid at 10℃; for 4h; | 26% |
3-hydroxymethylpyridin
2-amino-4-thiazoleacetic acid
1,1'-carbonyldiimidazole
(2-{[(pyridin-3-ylmethoxy)carbonyl]amino}-1,3-thiazol-4-yl)acetic acid
Conditions | Yield |
---|---|
Stage #1: 3-hydroxymethylpyridin; 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; Stage #2: 2-amino-4-thiazoleacetic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran at 20℃; | 25% |
Stage #1: 3-hydroxymethylpyridin; 1,1'-carbonyldiimidazole In tetrahydrofuran at 0 - 20℃; for 5h; Stage #2: 2-amino-4-thiazoleacetic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In tetrahydrofuran at 20℃; | 25% |
2-amino-4-thiazoleacetic acid
4-bromoacetyl-5-methyl-2-phenyl-oxazole
Conditions | Yield |
---|---|
Stage #1: 2-amino-4-thiazoleacetic acid With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 4-bromoacetyl-5-methyl-2-phenyl-oxazole In N,N-dimethyl-formamide at 80℃; Inert atmosphere; | 23% |
2-amino-4-thiazoleacetic acid
Fmoc-Leu-OH
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
Fmoc-Ser(tBu)-OH
Fmoc-Glu(OtBu)-OH
Fmoc-Ile-OH
Fmoc-Tyr(tBu)-OH
Fmoc-Lys(tert-butoxycarbonyl)
Fmoc-Thr(tBu)-OH
L-Asn(Trt)
Fmoc-L-Gln(Trt)-OH
trifluoroacetic acid
Conditions | Yield |
---|---|
Stage #1: Fmoc-Leu-OH With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 2h; 2-SAL Rink amide resin; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; 2-SAL Rink amide resin; Stage #3: 2-amino-4-thiazoleacetic acid; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; Fmoc-Ser(tBu)-OH; Fmoc-Glu(OtBu)-OH; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr(tBu)-OH; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; trifluoroacetic acid; Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine Further stages; | 17% |
2-amino-4-thiazoleacetic acid
4-methylthiazol-2-ylamine
Conditions | Yield |
---|---|
beim Erhitzen auf den Schmelzpunkt oder in Saeure; |
The 4-Thiazoleacetic acid, 2-amino-, with the CAS registry number 29676-71-9, is also known as (2-Imino-2,3-dihydro-thiazol-4-yl)-acetic acid. It belongs to the product categories of Nitrogen cyclic compounds; Sulphur Derivatives; Organic acids; Heterocyclic Compounds; Cephalosporins; Building Blocks; Heterocyclic Building Blocks; Thiazoles. Its EINECS number is 249-769-6. This chemical's molecular formula is C5H6N2O2S and molecular weight is 158.18. What's more, its systematic name is (2-Amino-1,3-thiazol-4-yl)acetic acid. This chemical should be sealed and stored in a cool place. Moreover, it should be protected from oxides. It is usually applied in the production of cephalosporins, and is also used as the intermediate of cefotiam. It can be prepared by chloro or bromo acetylacetic ether and thiocarbamide, and then go through the hydrolysis to get this chemical.
Physical properties of 4-Thiazoleacetic acid, 2-amino- are: (1)ACD/LogP: 0.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.82; (4)ACD/LogD (pH 7.4): -2.12; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.45; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 104.45 Å2; (13)Index of Refraction: 1.671; (14)Molar Refractivity: 38.078 cm3; (15)Molar Volume: 101.86 cm3; (16)Polarizability: 15.095×10-24cm3; (17)Surface Tension: 84.47 dyne/cm; (18)Density: 1.553 g/cm3; (19)Flash Point: 195.118 °C; (20)Enthalpy of Vaporization: 68.514 kJ/mol; (21)Boiling Point: 399.016 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)Cc1nc(sc1)N
(2)Std. InChI: InChI=1S/C5H6N2O2S/c6-5-7-3(2-10-5)1-4(8)9/h2H,1H2,(H2,6,7)(H,8,9)
(3)Std. InChIKey: DYCLHZPOADTVKK-UHFFFAOYSA-N
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