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121-66-4

Basic Information
CAS No.: 121-66-4
Name: 2-Amino-5-nitrothiazole
Article Data: 21
Molecular Structure:
Molecular Structure of 121-66-4 (2-Amino-5-nitrothiazole)
Formula: C3H3N3O2S
Molecular Weight: 145.142
Synonyms: Enhancer (genetic element)Enheptin;Amnizol soluble;Enheptin-T;Aminzol soluble;Enheptin T;Usaf ek-6561;U 7458;2-Thiazolamine,5-nitro-;Nitramin IDO;Enheptin;U7458;Entramin;5-Nitro-2-thiazolylamine;Thiazole, 2-amino-5-nitro-;2-Thiazolamine, 5-nitro-;
EINECS: 204-490-9
Density: 1.682 g/cm3
Melting Point: 195-200 °C (dec.)(lit.)
Boiling Point: 345.1 °C at 760 mmHg
Flash Point: 162.5 °C
Solubility: water: <0.1 g/100 mL at 20 °C
Appearance: yellow crystal
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-36/37/38-40-20/21/22
Safety: 26-45-24/25-36/37
PSA: 112.97000
LogP: 1.73790
Synthetic route

C5H10N4O2S*BrH

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
With water82.8%
96-50-4

2-thiazolylamine

625-58-1

ethyl nitrate

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
With sulfuric acid
96-50-4

2-thiazolylamine

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
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;
2719-23-5

2-acetamidothiazole

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
With sulfuric acid; nitric acid anschliessend Erhitzen unter Zusatz von H2O;
59024-01-0

N-(2-thiazolyl)-nitramine

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
140-40-9

Nitazole

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
With hydrogenchloride
73430-27-0, 87446-70-6, 1190-92-7

1-dimethylamino-2-nitroethene

17356-08-0

thiourea

121-66-4

2-amino-5-nitro-1,3-thiazole

Conditions
ConditionsYield
Stage #1: 1-dimethylamino-2-nitroethene With bromine
Stage #2: thiourea
121-66-4

2-amino-5-nitro-1,3-thiazole

130080-39-6

2-Fluoro-5-nitro-thiazole

Conditions
ConditionsYield
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%
121-66-4

2-amino-5-nitro-1,3-thiazole

N-(1H-imidazol-1-ylcarbonyl)-4-methoxybenzylamine

N-(4-methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-yl)urea

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 20h; Inert atmosphere;97%
121-66-4

2-amino-5-nitro-1,3-thiazole

17455-13-9

18-crown-6 ether

1,4,7,10,13,16-Hexaoxa-cyclooctadecane; compound with 5-nitro-thiazol-2-ylamine

Conditions
ConditionsYield
In methanol; benzene96%
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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 31 (1983),p. 71.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); No Evidence: mouse NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-53 ,1978. ; Clear Evidence: rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-53 ,1978. . Reported in EPA TSCA Inventory.

Specification

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,