6-Aminobenzothiazole supplier

Name
6-Aminobenzothiazole
EINECS 208-559-4
CAS No. 533-30-2
Article Data45
CAS DataBase
Density 1.383 g/cm³
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
Appearance orange solid
Safety 26-36-36/37/39-22
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xn,Xi
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;
PSA 67.15000
LogP 2.45970

Synthetic route

: 2942-06-5
6-nitrobenzo[d]thiazole

: 533-30-2
1,3-benzothiazol-6-amine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 2942-06-5
6-nitrobenzo[d]thiazole

A: 533-30-2
1,3-benzothiazol-6-amine

B: N-(benzo[d]thiazol-6-yl)hydroxylamine

Conditions

Conditions	Yield
With hydrazine hydrate In tetrahydrofuran for 4h; chemoselective reaction;

: 507246-12-0
2,5-diaminothiophenol

: 122-51-0
orthoformic acid triethyl ester

: 533-30-2
1,3-benzothiazol-6-amine

Conditions

Conditions	Yield
at 130℃; Molecular sieve;

: 533-30-2
1,3-benzothiazol-6-amine

: 108-24-7
acetic anhydride

: 58249-63-1
N-acetyl-6-aminobenzothiazole

Conditions

Conditions	Yield
With pyridine at 20℃;	100%
With silica-supported boric acid In neat (no solvent) at 50℃; for 1h;	96%

: 533-30-2
1,3-benzothiazol-6-amine

: 6068-70-8
triphenylacetyl chloride

: N-benzothiazol-6-yl-2,2,2-triphenyl-acetamide

Conditions

Conditions	Yield
With dmap; triethylamine In dichloromethane for 48h;	100%

: 533-30-2
1,3-benzothiazol-6-amine

: 98-88-4
benzoyl chloride

: 135249-30-8
N-benzothiazol-6-yl-benzamide

Conditions

Conditions	Yield
With pyridine at 20℃;	100%

: 533-30-2
1,3-benzothiazol-6-amine

: 123-62-6
propionic acid anhydride

: 922920-21-6
C10H10N2OS

Conditions

Conditions	Yield
With pyridine at 20℃;	100%

: 533-30-2
1,3-benzothiazol-6-amine

: 98-74-8
4-Nitrobenzenesulfonyl chloride

: 1290638-62-8
N-benzothiazol-6-yl-4-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	99%
With pyridine In dichloromethane at 20℃; for 3h;	67%
With pyridine In dichloromethane at 20℃; for 3h;	67%

: tetrafluoroboric acid

: 533-30-2
1,3-benzothiazol-6-amine

: 540-80-7
tert.-butylnitrite

: benzo[d]thiazole-6-diazonium tetrafluoroborate

Conditions

Conditions	Yield
In ethanol; water at 0 - 20℃; for 1h;	99%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 201230-82-2
carbon monoxide

: (2R,3S,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbonyl azide

: (2R,3S,4R)-N-(benzo[d]thiazol-6-ylcarbamoyl)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carboxamide

Conditions

Conditions	Yield
With 1,10-Phenanthroline; palladium diacetate In tetrahydrofuran at 20℃; under 7.50075 Torr; for 1.5h; Sealed tube; Schlenk technique;	99%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 85-46-1
1-Naphthalenesulfonyl chloride

: N-(benzothiazol-6-yl)naphthalene-1-sulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	98.5%

: 533-30-2
1,3-benzothiazol-6-amine

: 608-05-9
5-methyl-indole-2,3-dione

: 1391950-07-4
3-(benzothiazol-6-ylimino)-1,3-dihydro-5-methyl-2H-indole-2-one

Conditions

Conditions	Yield
In water at 20℃; for 3h;	98%

: 533-30-2
1,3-benzothiazol-6-amine

: 91-56-5
indole-2,3-dione

: 1391950-05-2
3-(benzothiazol-6-ylimino)-1,3-dihydro-2H-indole-2-one

Conditions

Conditions	Yield
In water at 20℃; for 3h;	98%

: 533-30-2
1,3-benzothiazol-6-amine

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: N-benzothiazol-6-yl-4-fluorobenzenesulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	97%

: 533-30-2
1,3-benzothiazol-6-amine

: 88-45-9
2,5-diaminobenzenesulfonic acid

Conditions

Conditions	Yield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.33333h;	96%

: 533-30-2
1,3-benzothiazol-6-amine

: 443-69-6
5-fluoro-1H-indole-2,3-dione

: 1391950-06-3
3-(benzothiazol-6-ylimino)-5-fluoro-1,3-dihydro-2H-indole-2-one

Conditions

Conditions	Yield
In water at 20℃; for 3.5h;	96%

: 533-30-2
1,3-benzothiazol-6-amine

: 98-09-9
benzenesulfonyl chloride

: N-benzothiazol-6-ylbenzenesulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	96%

: 533-30-2
1,3-benzothiazol-6-amine

: 302-17-0
chloral hydrate

: 222036-21-7
N-benzothiazol-6-yl-2-hydroxyimino-acetamide

Conditions

Conditions	Yield
With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In ethanol for 0.25h; Heating;	94%
Stage #1: 1,3-benzothiazol-6-amine With hydrogenchloride; sodium sulfate In ethanol; water Stage #2: chloral hydrate With hydroxylamine hydrochloride In ethanol; water for 0.25h; Heating / reflux;	94%
With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate In water

: 4971-56-6
tetrahydrofuran-2,4-dione

: 533-30-2
1,3-benzothiazol-6-amine

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

: 10-(3,4,5-trimethoxyphenyl)-6,7,9,10-tetrahydrofuro[3,4-b][1,3]thiazolo[5,4-f]quinolin-9-one

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	94%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 2-cyclopropyl pyrimidine 4-carbaldehyde

: 868-85-9
Dimethyl phosphite

: 1610793-36-6
dimethyl (benzo[d]thiazol-6-ylamino)(2-cyclopropylpyrimidin-4-yl)methylphosphonate

Conditions

Conditions	Yield
With phosphomolybdic acid In dichloromethane at 20℃; for 0.333333h; Kabachnik-Fields Reaction; Inert atmosphere;	94%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 29509-06-6
4-methyl-3-oxopentanonitrile

: 1020173-74-3
1-(benzo[d]thiazol-6-yl)-3-isopropyl-1H-pyrazol-5-amine

Conditions

Conditions	Yield
Stage #1: 1,3-benzothiazol-6-amine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1.25h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 20℃; for 2h; Stage #3: 4-methyl-3-oxopentanonitrile In ethanol; water at 75℃; for 18h;	93%
Stage #1: 1,3-benzothiazol-6-amine With hydrogenchloride; tin(II) chloride dihdyrate; sodium nitrite In water at 0 - 20℃; for 3.25h; Stage #2: 4-methyl-3-oxopentanonitrile In ethanol at 75℃; for 18h;

: 533-30-2
1,3-benzothiazol-6-amine

: 24424-99-5
di-tert-butyl dicarbonate

: 1192841-91-0
6-(tert-butoxycarbonylamino)benzo[d]thiazole

Conditions

Conditions	Yield
With zinc perchlorate In tert-butyl alcohol at 80℃; for 3h;	93%

: 533-30-2
1,3-benzothiazol-6-amine

: 100-52-7
benzaldehyde

: 1370531-82-0
6-(N-benzylamino)benzothiazole

Conditions

Conditions	Yield
With cobalt(II) phthalocyanine; diphenylsilane In ethanol at 70℃; for 12h; chemoselective reaction;	92%
With copper(I) iodide; phenylsilane In ethanol at 80℃; for 4h;	86%

: 533-30-2
1,3-benzothiazol-6-amine

: 4712-55-4
diphenyl hydrogen phosphite

: 2-cyclopropyl pyrimidine 4-carbaldehyde

: 1610793-28-6
diphenyl (benzo[d]thiazol-6-ylamino)(2-cyclopropylpyrimidin-4-yl)methylphosphonate

Conditions

Conditions	Yield
With phosphomolybdic acid In dichloromethane at 20℃; for 0.333333h; Kabachnik-Fields Reaction; Inert atmosphere;	92%
With hydrogen trititanate In neat (no solvent) at 20℃; for 0.25h; Kabachnik-Fields Reaction; Green chemistry;	90%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 124-63-0
methanesulfonyl chloride

: 1000312-89-9
N-(benzo[d]thiazol-6-yl)methanesulfonamide

Conditions

Conditions	Yield
With pyridine at 25℃; for 0.583333h;	91%
With triethylamine In dichloromethane at 20℃; for 3h;	42.1%

: 533-30-2
1,3-benzothiazol-6-amine

: 23145-19-9
5-methoxy-1-benzofuran-2-carbaldehyde

: 4712-55-4
diphenyl hydrogen phosphite

: diphenyl(benzo[d]thiazol-6-ylamino)(5-methoxybenzofuran-2-yl)methylphosphonate

Conditions

Conditions	Yield
With hydrogen trititanate In neat (no solvent) at 20℃; for 0.25h; Kabachnik-Fields Reaction; Green chemistry;	90%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 104-88-1
4-chlorobenzaldehyde

: 762-04-9
phosphonic acid diethyl ester

: C18H20ClN2O3PS

Conditions

Conditions	Yield
With nanoporous AlSBA-15 aluminosilicate catalyst In neat (no solvent) at 50℃; for 0.666667h; Kabachnik-Fields Reaction;	90%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 763903-09-9
2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic acid

: 1412872-15-1
C27H26N2O6S

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	89%

: 533-30-2
1,3-benzothiazol-6-amine

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 100-46-9
benzylamine

: 76-05-1
trifluoroacetic acid

: 4-(benzothiazol-6-ylamino)-6-(benzylamino)-[1,3,5]triazin-2-ol ditrifluoroacetate

Conditions

Conditions	Yield
Multistep reaction;	88%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 2033-24-1
cycl-isopropylidene malonate

: 149-73-5
trimethyl orthoformate

: 1195996-68-9
5-((benzo[d]thiazol-6-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Conditions	Yield
at 90℃; for 0.0333333h; Microwave irradiation;	88%

...Expand

: 533-30-2
1,3-benzothiazol-6-amine

: 622-78-6
Benzyl isothiocyanate

: 1255211-40-5
C15H13N3S2

Conditions

Conditions	Yield
In methanol for 5h; Reflux;	88%

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.

Product Name

6-Aminobenzothiazole

Synthetic route

6-Aminobenzothiazole Specification

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