2-AMINO-BENZOTHIAZOL-6-OL
- Product Name
- 2-AMINO-BENZOTHIAZOL-6-OL
- CAS No.
- 26278-79-5
- Chemical Name
- 2-AMINO-BENZOTHIAZOL-6-OL
- Synonyms
- ASISCHEM X25426;VITAS-BB TBB000062;TIMTEC-BB SBB010476;2-Amino-6-benzothiazolol;2-AMINO-BENZOTHIAZOL-6-OL;2-AMINO-BENZOTHIAZOLE-6-OL;6-Benzothiazolol, 2-amino-;2-AMINOBENZO[D]THIAZOL-6-OL;6-Hydroxybenzothiazol-2-amine;2-AMINO-1,3-BENZOTHIAZOL-6-OL
- CBNumber
- CB1139543
- Molecular Formula
- C7H6N2OS
- Formula Weight
- 166.2
- MOL File
- 26278-79-5.mol
2-AMINO-BENZOTHIAZOL-6-OL Property
- Melting point:
- 243-250℃
- Boiling point:
- 394.6±34.0 °C(Predicted)
- Density
- 1.553±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 8.69±0.40(Predicted)
- form
- solid
- Appearance
- Off-white to gray Solid
- InChI
- InChI=1S/C7H6N2OS/c8-7-9-5-2-1-4(10)3-6(5)11-7/h1-3,10H,(H2,8,9)
- InChIKey
- VLNVTNUTGNBNBY-UHFFFAOYSA-N
- SMILES
- S1C2=CC(O)=CC=C2N=C1N
- CAS DataBase Reference
- 26278-79-5(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-36-20/21/22-22
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- HazardClass
- IRRITANT
- HS Code
- 2934208090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye 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
- 750786
- Product name
- 2-Amino-6-hydroxybenzothiazole
- Purity
- 95%
- Packaging
- 1g
- Price
- $29
- Updated
- 2025/07/31
- Product number
- CDS007524
- Product name
- 2-amino-benzothiazol-6-ol
- Purity
- AldrichCPR
- Packaging
- 1g
- Price
- $104
- Updated
- 2024/03/01
- Product number
- A634688
- Product name
- 2-Amino-6-hydroxybenzothiazole
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- A634688
- Product name
- 2-Amino-6-hydroxybenzothiazole
- Packaging
- 100mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- 015339
- Product name
- 2-Amino-benzothiazol-6-ol
- Packaging
- 250mg
- Price
- $12
- Updated
- 2021/12/16
2-AMINO-BENZOTHIAZOL-6-OL Chemical Properties,Usage,Production
Uses
2-Amino-6-hydroxybenzothiazole is a reagent used in the chemical synthesis of new benzothiazole derivatives with anti proliferative and antiiconvulsant activity.
Synthesis Reference(s)
The Journal of Organic Chemistry, 35, p. 4103, 1970 DOI: 10.1021/jo00837a003
Synthesis
1520-27-0
26278-79-5
General procedure for the synthesis of 2-amino-6-hydroxybenzothiazole from 1-(4-hydroxyphenyl)thiourea: 1-(4-hydroxyphenyl)thiourea (5 g, 29.7 mmol) was dissolved in chloroform (30 mL) in a 100 mL two-necked round-bottomed flask fitted with a stirrer. The chloroform (15 mL) solution of bromine (5 g, 29.7 mmol) was transferred to a dropping funnel and slowly added dropwise to the reaction mixture under stirring while controlling the reaction temperature to be lower than 5 °C. After the dropwise addition, the reaction was continued with stirring for 4-6 hours. Subsequently, the reaction mixture was refluxed on a water bath until no more hydrogen bromide gas escaped. After completion of the reaction, the resulting solid was treated with ice water and filtered. The filtrate was neutralized with ammonia solution and the precipitated white precipitate was filtered and washed with water. Finally, the product 2-amino-6-hydroxybenzothiazole was recrystallized from ethanol to give a white solid powder (4 g, 80% yield). The structure of the product was confirmed by 1H NMR (DMSO-d6, 400 MHz): δ 9.10 (s, 1H, -OH), 7.13 (d, J = 8.4 Hz, 1H, ArH, C5-H), 7.06 (s, 2H, -NH2), 7.01 (d, J = 2.4 Hz, 1H, ArH, C4-H), 6.65 (dd, J = 2.6 , 8.6 Hz, 1H, ArH, C7-H).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 15, p. 3460 - 3463
[2] Medicinal Chemistry Research, 2012, vol. 21, # 7, p. 1136 - 1148
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 21, p. 9814 - 9824
2-AMINO-BENZOTHIAZOL-6-OL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-AMINO-BENZOTHIAZOL-6-OL manufacturers
- Product
- 2-AMINO-BENZOTHIAZOL-6-OL 26278-79-5
- Price
- US $0.37/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10kg/100kg
- Release date
- 2020-11-09
- Product
- 2-AMINO-BENZOTHIAZOL-6-OL 26278-79-5
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-08-11