ChemicalBook > CAS DataBase List > 2-AMINO-BENZOTHIAZOL-6-OL

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
750786
Product name
2-Amino-6-hydroxybenzothiazole
Purity
95%
Packaging
1g
Price
$29
Updated
2025/07/31
Sigma-Aldrich
Product number
CDS007524
Product name
2-amino-benzothiazol-6-ol
Purity
AldrichCPR
Packaging
1g
Price
$104
Updated
2024/03/01
TRC
Product number
A634688
Product name
2-Amino-6-hydroxybenzothiazole
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
A634688
Product name
2-Amino-6-hydroxybenzothiazole
Packaging
100mg
Price
$60
Updated
2021/12/16
Oakwood
Product number
015339
Product name
2-Amino-benzothiazol-6-ol
Packaging
250mg
Price
$12
Updated
2021/12/16
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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

Career Henan Chemica Co
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
Zhuozhou Wenxi import and Export Co., Ltd
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

26278-79-5, 2-AMINO-BENZOTHIAZOL-6-OLRelated Search:


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