2-Amino-6-nitrobenzothiazole
- Product Name
- 2-Amino-6-nitrobenzothiazole
- CAS No.
- 6285-57-0
- Chemical Name
- 2-Amino-6-nitrobenzothiazole
- Synonyms
- 6-Nitrobenzo[d]thiazol-2-amine;2-Amino-6-nitrobenzothiazol;IFLAB-BB F1386-0392;LABOTEST-BB LT00454107;6-nitro-2-benzothiazolamin;6-NITRO-2-BENZOTHIAZOLAMINE;6-nitrobenzothiazol-2-amine;2-AMINO-6-NITROBENZOTHIAZOLE;6-NITRO-2-AMINOBENZOTHIAZOLE;2-BenzothiazolaMine, 6-nitro-
- CBNumber
- CB4248110
- Molecular Formula
- C7H5N3O2S
- Formula Weight
- 195.2
- MOL File
- 6285-57-0.mol
2-Amino-6-nitrobenzothiazole Property
- Melting point:
- 247-249 °C (lit.)
- Boiling point:
- 411.7±37.0 °C(Predicted)
- Density
- 1.4666 (rough estimate)
- refractive index
- 1.6740 (estimate)
- storage temp.
- 2-8°C, protect from light
- pka
- 1.76±0.10(Predicted)
- Appearance
- Light yellow to green yellow Solid
- CAS DataBase Reference
- 6285-57-0(CAS DataBase Reference)
- EPA Substance Registry System
- 2-Amino-6-nitrobenzothiazole (6285-57-0)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 26-36-36/37/39
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 2
- RTECS
- DL0865000
- TSCA
- Yes
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29342080
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 190241
- Product name
- 2-Amino-6-nitrobenzothiazole
- Purity
- ≥97%
- Packaging
- 25g
- Price
- $68.5
- Updated
- 2025/07/31
- Product number
- 190241
- Product name
- 2-Amino-6-nitrobenzothiazole
- Purity
- ≥97%
- Packaging
- 100g
- Price
- $254
- Updated
- 2025/07/31
- Product number
- A1221
- Product name
- 2-Amino-6-nitrobenzothiazole
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 25g
- Price
- $28
- Updated
- 2022/04/27
- Product number
- A619073
- Product name
- 2-Amino-6-nitrobenzothiazole
- Packaging
- 2.5g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 133726
- Product name
- 6-Nitro-1,3-benzothiazol-2-amine
- Purity
- 95%+
- Packaging
- 500mg
- Price
- $87
- Updated
- 2021/12/16
2-Amino-6-nitrobenzothiazole Chemical Properties,Usage,Production
Chemical Properties
yellow crystalline powder
Uses
2-Amino-6-nitrobenzothiazole has been used:
- as model analyte for voltammetric determination of electrochemically reducible organic substances
- in the synthesis of 2-methyl-4-nitro-2H-pyrazole-3-carboxylic acid[2-(cyclohexanecarbonylamino)benzothiazol-6-yl]amide derivatives
- in the preparation of push-pull nonlinear optical chromophores containing thiazole and benzothiazole acceptors
- as a base in dye production by diazotation reaction
General Description
Orange crystals or yellow powder.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
2-Amino-6-nitrobenzothiazole is incompatible with strong oxidizing agents and strong acids.
Fire Hazard
Flash point data for 2-Amino-6-nitrobenzothiazole are not available; however, 2-Amino-6-nitrobenzothiazole is probably combustible.
Synthesis
333-20-0
100-01-6
6285-57-0
GENERAL METHOD: A solution of 4-nitroaniline (2 mmol) in acetonitrile (15 ml) was slowly added to a solution of potassium thiocyanate (8 mmol) in acetonitrile (15 ml). Subsequently, 0.06 g (30 mol%) of BF3/SiO2 nanocatalyst was added to the reaction system and the mixture was placed in an ice salt bath and mechanically stirred for 30 min. A solution of bromine (4 mmol, 0.2 ml) in acetonitrile (3 ml) was slowly added through a dropping funnel, and the dropping rate was controlled to ensure that the reaction temperature did not exceed 0 °C. After the addition of the bromine solution, the reaction continued to be stirred at room temperature for 4 h, during which the progress of the reaction was monitored by TLC. Upon completion of the reaction, the reaction mixture was poured into water, heated in a 70 °C water bath and thermally filtered to remove the catalyst. The catalyst was washed with acetone and recycled for reuse. The filtrate was neutralized to neutrality with 10% NaOH solution and the precipitated solid was collected by filtration, dried and recrystallized with ethanol (10 ml) to give the target product 2-amino-6-nitrobenzothiazole. The structure of the product was confirmed by the following physical and spectral data and verified by comparison with standards. Spectral data of 2-amino-6-nitrobenzothiazole: yellow solid; yield = 93%; melting point = 202-204 °C (literature value 203 °C); FT-IR (KBr, cm^-1): 3315, 3012, 2835, 1580, 1476, 1261, 920, 742, 512; ^1H NMR (400 MHz, CDCl3 , δ ppm): 5.44 (s, 2H, NH2), 7.4-7.5 (d, 2H, Ar-H), 7.71 (s, 1H, Ar-H); ^13C NMR (100 MHz, DMSO-d6, δ ppm): 119, 120.9, 125.15, 126.07, 133.1, 152.15, 167.75.
References
[1] Synlett, 2012, vol. 23, # 15, p. 2219 - 2222
[2] Research on Chemical Intermediates, 2016, vol. 42, # 12, p. 7855 - 7868
[3] European Journal of Medicinal Chemistry, 2008, vol. 43, # 5, p. 1114 - 1122
[4] European Journal of Medicinal Chemistry, 2012, vol. 53, p. 41 - 51
[5] Russian Journal of Applied Chemistry, 2015, vol. 88, # 12, p. 2065 - 2073
2-Amino-6-nitrobenzothiazole Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2-Amino-6-nitrobenzothiazole manufacturers
- Product
- 6-nitro-1,3-benzothiazol-2-amine 6285-57-0
- Price
- US $2400.00/Kg
- Min. Order
- 0.100Kg
- Purity
- 98
- Supply Ability
- 5000 Kg
- Release date
- 2025-05-16
- Product
- 2-Amino-6-nitrobenzothiazole 6285-57-0
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98.0%
- Supply Ability
- 1000kg
- Release date
- 2023-04-05
- Product
- 2-Amino-6-nitrobenzothiazole 6285-57-0
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customise
- Release date
- 2018-08-09