2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With water | 82.8% |
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid | |
With sulfuric acid; nitric acid | |
Stage #1: 2-thiazolylamine With sulfuric acid at -5℃; for 0.5h; Stage #2: With nitric acid at -10 - 20℃; for 72.4167h; |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid anschliessend Erhitzen unter Zusatz von H2O; |
N-(2-thiazolyl)-nitramine
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With sulfuric acid | |
With sulfuric acid |
Conditions | Yield |
---|---|
With hydrogenchloride |
1-dimethylamino-2-nitroethene
thiourea
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
Stage #1: 1-dimethylamino-2-nitroethene With bromine Stage #2: thiourea |
2-amino-5-nitro-1,3-thiazole
2-Fluoro-5-nitro-thiazole
Conditions | Yield |
---|---|
With sodium tetrafluoroborate; t-butylthionitrite In acetonitrile at 25℃; for 5h; other amines; | 100% |
With sodium tetrafluoroborate; t-butylthionitrite In acetonitrile at 25℃; for 5h; | 100% |
With sodium tetrafluoroborate; t-butyl thionitrite In acetonitrile at 25℃; for 5h; | 99% |
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 20h; Inert atmosphere; | 97% |
2-amino-5-nitro-1,3-thiazole
18-crown-6 ether
Conditions | Yield |
---|---|
In methanol; benzene | 96% |
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole In acetonitrile at 40 - 50℃; for 3h; Inert atmosphere; | 96% |
2-amino-5-nitro-1,3-thiazole
para-fluorophenyl isocyanate
N-(4-fluorophenyl)-N'-(5-nitro-1,3-thiazol-2-yl)urea
Conditions | Yield |
---|---|
In toluene for 12h; Reflux; Inert atmosphere; | 94% |
2-amino-5-nitro-1,3-thiazole
3-((tert-butoxycarbonyl)amino)benzoic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h; | 94% |
2-amino-5-nitro-1,3-thiazole
cis-anti-cis-Dicyclohexyl-18-crown-6
Conditions | Yield |
---|---|
In hexane; acetone | 93% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 91% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; Schotten-Baumann Reaction; | 91% |
Conditions | Yield |
---|---|
Stage #1: 1-[(3-carboxypropyl)amino]-9,10-anthracenedione With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; Esterification; Stage #2: 2-amino-5-nitro-1,3-thiazole With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 66h; Substitution; | 90% |
2-amino-5-nitro-1,3-thiazole
Ethyl oxalyl chloride
ethyl [(5-nitro-1,3-thiazol-2-yl)amino](oxo)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 6h; | 90% |
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
Stage #1: 2-amino-5-nitro-1,3-thiazole With caesium carbonate In acetonitrile at 24℃; for 0.5h; Inert atmosphere; Stage #2: 1-(6-methoxy-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-3-methyl-1H-imidazol-3-ium iodide In acetonitrile at 24℃; for 12h; Inert atmosphere; | 90% |
2-amino-5-nitro-1,3-thiazole
1-methyl-2-(trifluoromethyl)-1H-benzimidazole-6-carboxylic acid
1-methyl-N-(5-nitro-1,3-thiazol-2-yl)-2-(trifluoromethyl)-1H-benzimidazole-6-carboxamide
Conditions | Yield |
---|---|
With 1,1'-carbonyldiimidazole In tetrahydrofuran at 40 - 50℃; for 3h; Inert atmosphere; | 89.79% |
2-amino-5-nitro-1,3-thiazole
ethyl 2-cyanoacetate
5-imino-2-nitro-5H-thiazolo[3,2-a]pyrimidin-7(6H)-one
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol Microwave irradiation; | 89% |
Conditions | Yield |
---|---|
With tert-Butyl thionitrate; copper dichloride In acetonitrile at 25℃; for 4.5h; | 88% |
2-amino-5-nitro-1,3-thiazole
3-cyanobenzoyl chloride
3-cyano-N-(5-nitrothiazol-2-yl)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 88% |
2-amino-5-nitro-1,3-thiazole
benzoyl chloride
N-(5-nitro-1,3-thiazol-2-yl)benzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 87% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78 - 20℃; for 24h; Inert atmosphere; | 42% |
2-amino-5-nitro-1,3-thiazole
4-butoxyphenyl isocyanate
N-(4-butoxyphenyl)-N'-(5-nitro-1,3-thiazol-2-yl)urea
Conditions | Yield |
---|---|
In toluene for 12h; Reflux; Inert atmosphere; | 87% |
2-amino-5-nitro-1,3-thiazole
Cyclohexyl isocyanate
N-cyclohexyl-N'-(5-nitro-1,3-thiazol-2-yl)urea
Conditions | Yield |
---|---|
In toluene for 12h; Reflux; Inert atmosphere; | 86% |
2-amino-5-nitro-1,3-thiazole
o-fluoro-benzoic acid
2-fluoro-N-(5-nitrothiazol-2-yl)benzamide
Conditions | Yield |
---|---|
Stage #1: o-fluoro-benzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-amino-5-nitro-1,3-thiazole With dmap; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 86% |
2-(tert-butoxycarbonylamido)-3-(furan-2-yl)propanoic acid
2-amino-5-nitro-1,3-thiazole
tert-butyl 1-(5-nitrothiazol-2-ylcarbamoyl)-2-(furan-2-yl)ethylcarbamate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 85% |
2-amino-5-nitro-1,3-thiazole
2-Bromoacetyl bromide
2-bromo-N-(5-nitrothiazol-2-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 20℃; for 4h; | 85% |
With potassium carbonate In dichloromethane at 5 - 20℃; | 82% |
With sodium carbonate In water; ethyl acetate at 0℃; |
2-amino-5-nitro-1,3-thiazole
chloroacetyl chloride
2-chloro-N-(5-nitrothiazol-2-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 0 - 20℃; for 4h; | 85% |
at 20℃; Cooling; Alkaline conditions; | 82% |
With triethylamine In dichloromethane at 0 - 20℃; for 5h; | 82% |
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In tetrahydrofuran for 55h; Inert atmosphere; Reflux; | 85% |
Conditions | Yield |
---|---|
Stage #1: 2-amino-5-nitro-1,3-thiazole With nitrosylsulfuric acid; acetic acid; propionic acid at -5℃; for 3h; Stage #2: N,N-diethyl-m-toluidine at -5 - 5℃; for 5h; Reagent/catalyst; | 85% |
2-amino-5-nitro-1,3-thiazole
4-nitro-benzoyl chloride
4-nitro-N-(5-nitro-1,3-thiazol-2-yl)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 84% |
With pyridine |
2-amino-5-nitro-1,3-thiazole
6-chloro-4-oxo-4H-chromene-2-carbonyl chloride
6-Chloro-4-oxo-4H-chromene-2-carboxylic acid (5-nitro-thiazol-2-yl)-amide
Conditions | Yield |
---|---|
With potassium carbonate In 1,2-dichloro-ethane for 6h; Heating; | 84% |
Conditions | Yield |
---|---|
Stage #1: 4-Phenylbutyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere; Stage #2: 2-amino-5-nitro-1,3-thiazole In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 84% |
2-amino-5-nitro-1,3-thiazole
C3HN3O3S2
Conditions | Yield |
---|---|
With thionyl chloride In benzene for 2h; Heating; | 83% |
2-amino-5-nitro-1,3-thiazole
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 120℃; | 83% |
The 2-Amino-5-nitrothiazole, with the cas registry number 121-66-4, has the IUPAC name of 5-nitro-1,3-thiazol-2-amine. This is a kind of yellow crystal with little bitter taste, and it is stable chemcially but incompatible with strong acids, strong oxidizing agents, acid chlorides, acid anhydrides. Besides, it is soluble in hot water and dilute acid but slightly soluble in water and organic solvents. What's more, its product categories are various, including blocks; NitroCompounds; Thiazoles; Building Blocks; Heterocyclic Building Blocks; Building Blocks; Heterocyclic Building Blocks. As to its usage, it is usually used in producing the intermediate of azo heterocyclic ring dye. While store this chemical, keep it in a dry, cool and well-ventilated place, away from sulfuric acid and nitric acid.
The characteristics of this chemical are as follows: (1)ACD/LogP: 0.83; (2)ACD/LogD (pH 5.5): 0.83; (3)ACD/LogD (pH 7.4): 0.83; (4)ACD/BCF (pH 5.5): 2.52; (5)ACD/BCF (pH 7.4): 2.52; (6)ACD/KOC (pH 5.5): 67.37; (7)ACD/KOC (pH 7.4): 67.38; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 90.19; (12)Index of Refraction: 1.704; (13)Molar Refractivity: 33.51 cm3; (14)Molar Volume: 86.2 cm3; (15)Polarizability: 13.28 ×10-24 cm3; (16)Surface Tension: 90.2 dyne/cm; (17)Density: 1.682 g/cm3; (18)Flash Point: 162.5 °C; (19)Enthalpy of Vaporization: 58.91 kJ/mol; (20)Boiling Point: 345.1 °C at 760 mmHg; (21)Vapour Pressure: 6.32E-05 mmHg at 25°C; (22)Exact Mass: 144.994597; (23)MonoIsotopic Mass: 144.994597; (24)Topological Polar Surface Area: 113; (25)Heavy Atom Count: 9; (26)Complexity: 125.
Use of 2-Amino-5-nitrothiazole: 2-Amino-5-nitrothiazole could react to produce 2-bromo-5-nitro-thiazole, with the following condition: reagent: t-butyl thionitrate, CuBr2; solvent: acetonitrile; reaction time: 4.5 hours; reaction temp.: 25 ℃; yield: 77%.
When deal with this chemical, you should be very cautious. For one thing, it is irritant. It is irritating to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. For another thing, it is harmful and may cause damage to health. If by inhalation, in contact with skin and if swallowed, it is very dangerous. Then it has the possible risks of irreversible effects. Therefore, you should take the following instructions. Wear suitable protective clothing and gloves. If in case of accident of if you feel unwell, seek medical advice immediately (show the label where possible), and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Then remember not to contact with skin and eyes.
In addition, you could obtain the molecular structure by converting the following datas:
(1)Canonical SMILES: C1=C(SC(=N1)N)[N+](=O)[O-]
(2)InChI: InChI=1S/C3H3N3O2S/c4-3-5-1-2(9-3)6(7)8/h1H,(H2,4,5)
(3)InChIKey: MIHADVKEHAFNPG-UHFFFAOYSA-N
Below are the toxicity information of this chemical:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 200mg/kg (200mg/kg) | National Technical Information Service. Vol. AD277-689, |
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