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6-Aminobenzothiazole

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Name

6-Aminobenzothiazole

EINECS 208-559-4
CAS No. 533-30-2 Density 1.383 g/cm3
PSA 67.15000 LogP 2.45970
Solubility Slightly soluble in water. Melting Point 87-91 °C(lit.)
Formula C7H6N2S Boiling Point 323.1 °C at 760 mmHg
Molecular Weight 150.204 Flash Point 149.2 °C
Transport Information N/A Appearance orange solid
Safety 26-36-36/37/39-22 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 533-30-2 (6-Aminobenzothiazole) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Benzothiazole,6-amino- (6CI,7CI,8CI);(Benzothiazol-6-yl)amine;1,3-Benzothiazol-6-amine;6-Aminobenzothiazole;Benzo[d]thiazol-6-amine;NSC 170647;

Article Data 45

6-Aminobenzothiazole Synthetic route

2942-06-5

6-nitrobenzo[d]thiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
With hydrogen In methanol; ethyl acetate at 80℃; for 0.333333h; Flow reactor; Green chemistry; chemospecific reaction;94%
With copper(II) phthalocyanine; hydrazine hydrate In ethylene glycol at 100℃; for 2h; chemoselective reaction;93%
With hydrogenchloride; iron In ethanol; water for 1h; Reflux;91.7%
124-38-9

carbon dioxide

23451-98-1

2-amino-5-nitrobenzenethiol

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; H2SiEt2; DBN at 150℃; under 37503.8 Torr; for 24h;35%
1131-75-5

2-fluoro-6-nitro-benzothiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
With hydrogenchloride; tin In ethanol for 1h; Heating;6%
64-18-6

formic acid

507246-12-0

2,5-diaminothiophenol

533-30-2

1,3-benzothiazol-6-amine

2407-11-6

2-chloro-6-nitrobenzothiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
With palladium Hydrogenation;
With sulfuric acid Electrolysis;
With hydrogenchloride; tin; acetic acid
6-nitro-benzthiazole

6-nitro-benzthiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
With hydrogenchloride; tin
2407-11-6

2-chloro-6-nitrobenzothiazole

sodium-salt of/the/ 2-hydroxy-5-sulfino-benzoic acid

sodium-salt of/the/ 2-hydroxy-5-sulfino-benzoic acid

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99 percent / anhydrous potassium fluoride / 18-crown-6-acetonitrile complex / acetonitrile / 4 h / Heating
2: 6 percent / tin, conc. hydrochloric acid / ethanol / 1 h / Heating
View Scheme
95-16-9

1,3-Benzothiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HNO3; H2SO4
2: iron-powder; aqueous acetic acid
View Scheme
Multi-step reaction with 2 steps
1: HNO3; concentrated H2SO4
2: palladium; aqueous methanol. HCl / Hydrogenation
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / 0 - 20 °C
2: hydrogenchloride; iron / ethanol / 0.67 h / Sonication
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / 12 h / 0 - 20 °C
2: iron; acetic acid / ethanol / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: nitric acid
2: tin(ll) chloride
View Scheme
28620-12-4

6-nitro-2(3H)-benzothiazolone

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: PCl5; POCl3
2: tin; aqueous HCl; acetic acid
View Scheme
6285-57-0

2-amino-6-nitrobenzothiazole

533-30-2

1,3-benzothiazol-6-amine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aqueous H2SO4 / Diazotization.anschliessend Erwaermen
2: PCl5; POCl3
3: tin; aqueous HCl; acetic acid
View Scheme

6-Aminobenzothiazole Specification

The 6-Aminobenzothiazole, with the CAS registry number 533-30-2, is also known as Benzothiazole, 6-amino-. It belongs to the product categories of Benzothiazole; Sulphur Derivatives; Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Thiazoles. Its EINECS registry number is 208-559-4. This chemical's molecular formula is C7H6N2S and molecular weight is 150.2. Its IUPAC name is called 1,3-benzothiazol-6-amine. The product should be sealed and stored in cool and dry place. This chemical's classification code is Drug / Therapeutic Agent.

Physical properties of 6-Aminobenzothiazole: (1)ACD/LogP: 0.73; (2)ACD/LogD (pH 5.5): 0.73; (3)ACD/LogD (pH 7.4): 0.73; (4)ACD/BCF (pH 5.5): 2.1; (5)ACD/BCF (pH 7.4): 2.1; (6)ACD/KOC (pH 5.5): 59.04; (7)ACD/KOC (pH 7.4): 59.29; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.763; (12)Molar Refractivity: 44.8 cm3; (13)Molar Volume: 108.5 cm3; (14)Surface Tension: 70.2 dyne/cm; (15)Density: 1.383 g/cm3; (16)Flash Point: 149.2 °C; (17)Enthalpy of Vaporization: 56.5 kJ/mol; (18)Boiling Point: 323.1 °C at 760 mmHg; (19)Vapour Pressure: 0.000268 mmHg at 25°C.

Preparation: this chemical can be prepared by 6-nitro-benzothiazole. This reaction will need reagent Fe, aq. HCl and solvent ethanol. The reaction time is 20 min with reaction temperature of 90 °C. The yield is about 88%.

Uses of 6-Aminobenzothiazole: it can be used to produce 2-(benzothiazol-6-ylamino)-benzoic acid. The yield is about 31%.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes and may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC2=C(C=C1N)SC=N2
(2)InChI: InChI=1S/C7H6N2S/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H,8H2
(3)InChIKey: FAYAYUOZWYJNBD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 600mg/kg (600mg/kg)   Pharmaceutical Chemistry Journal Vol. 12, Pg. 1277, 1978.

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