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2-Amino-5-nitrothiazole

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2-Amino-5-nitrothiazole Basic information

Product Name:
2-Amino-5-nitrothiazole
Synonyms:
  • 2-amino-5-nitro-thiazol
  • 5-nitro-2-thiazolamin
  • 5-nitro-2-Thiazolamine
  • 5-nitro-2-thiazolylamine
  • enheptin-t
  • entramin
  • nci-c03065
  • nitraminido
CAS:
121-66-4
MF:
C3H3N3O2S
MW:
145.14
EINECS:
204-490-9
Product Categories:
  • 2-Amino-5-Nitrothiazole sky
  • Pharmaceutical intermediates
  • Building Blocks
  • Heterocyclic Building Blocks
  • Amine
  • Miscellaneous Reagents
  • blocks
  • NitroCompounds
  • Thiazoles
  • Building Blocks
  • Heterocyclic Building Blocks
  • 121-66-4
Mol File:
121-66-4.mol
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2-Amino-5-nitrothiazole Chemical Properties

Melting point:
195-200 °C (dec.) (lit.)
Boiling point:
345.1±15.0 °C(Predicted)
Density 
1.583 (estimate)
refractive index 
1.6740 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
95% ethanol: soluble1g/150g at 20°C
form 
Powder
pka
1.26±0.10(Predicted)
color 
Yellow
Water Solubility 
<0.1 g/100 mL at 20 ºC
Sensitive 
Light Sensitive
Merck 
14,457
BRN 
126797
Stability:
Stable. Incompatible with strong acids, strong oxidizing agents, acid chlorides, acid anhydrides.
InChIKey
MIHADVKEHAFNPG-UHFFFAOYSA-N
CAS DataBase Reference
121-66-4(CAS DataBase Reference)
IARC
3 (Vol. 31, Sup 7) 1987
EPA Substance Registry System
2-Amino-5-nitrothiazole (121-66-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
WGK Germany 
3
RTECS 
XJ2800000
8
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29341000
Hazardous Substances Data
121-66-4(Hazardous Substances Data)

MSDS

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2-Amino-5-nitrothiazole Usage And Synthesis

Uses

Niltazoxanide USP Related Compound A 2-Amino-5-nitrothiazole.

Chemical Properties

greenish yellow, to orange or brown powder

Uses

2-Amino-5-nitrothiazole was used as diazo component in the synthesis of monoazo disperse dyes. It was used as matrix during matrix-assisted laser desorption/ionization time-of-flight mass spectrometric study of oligonucleotide and protein.

Definition

ChEBI: 2-Amino-5-nitrothiazole is a member of thiazoles and a C-nitro compound.

Production Methods

Early production of 2-Amino-5-nitrothiazole was based on nitration of 2-acetylaminothiazole and careful hydrolysis. Direct nitration of 2-aminothiazole gives a cleaner product and is best achieved by adding 2-aminothiazole nitrate [57530-25-3] to concentrated sulfuric acid at 0 – 10 ℃. This process and the nitration of o-anisidine are the only large-scale processes based on rearrangement of an amine nitrate, and both are potentially hazardous due to the possibility of runaway exothermic reactions.

General Description

Greenish-yellow to orange-yellow fluffy powder or a brown chunky powder. Slightly bitter taste. Used as a veterinary medicine.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Amino-5-nitrothiazole may be sensitive to light. Incompatible with nitric acid and sulfuric acid. Also incompatible with strong oxidizing agents, strong acids, acid chlorides and acid anhydrides. A preparative hazard .

Fire Hazard

Flash point data for 2-Amino-5-nitrothiazole are not available. 2-Amino-5-nitrothiazole is probably combustible.

Safety Profile

Poison by intraperitoneal route. Experimental reproductive effects. Questionable carcinogen with experimental carcinogenic, tumorigenic, and neoplastigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SO,. Incompatible with HNO3 and H2SO4. An antiprotozoal agent.

Potential Exposure

2-Amino-5-nitrothiazole is a synthetic veterinary antiprotozoal agent used since 1950 to treat farm fowl and pigeons. It is also used as an intermediate in manufacturing a group of dyes known as disperse azo dyes. It is not known to occur as a natural product. People may be exposed to 2-amino-5-nitrothiazole through contact with birds treated with the drug, releases from poultry farms, and occupational exposures in the dye industry.

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