2-Amino-6-(trifluoromethyl)-1,3-benzothiazole supplier

Name
2-AMINO-6-(TRIFLUOROMETHYL)BENZOTHIAZOLE
EINECS
CAS No. 777-12-8
Article Data21
CAS DataBase
Density 1.536 g/cm³
Solubility
Melting Point 120-124 °C
Formula C₈H₅F₃N₂S
Boiling Point 306.7 °C at 760 mmHg
Molecular Weight 218.202
Flash Point 139.3 °C
Transport Information UN 2811
Appearance
Safety 26-36/37/39-45
Risk Codes 36/37/38-25
Molecular Structure
Hazard Symbols XiT
Synonyms 6-(Trifluoromethyl)-1,3-benzothiazol-2-ylamine;
PSA 67.15000
LogP 3.47850

Synthetic route

: 455-14-1
4-trifluoromethylphenylamine

: 333-20-0
potassium thioacyanate

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
With sodium iodide dichloride at 70℃; for 2h;	99%
With 6-methylbenzothiazol-2-ylamine; N,N,N,N,-tetramethylethylenediamine; oxygen; copper(II) bis(trifluoromethanesulfonate) In dimethyl sulfoxide at 100℃; for 24h; regioselective reaction;	80%
With bromine In acetic acid for 24h;	20%
With bromine; acetic acid for 21h; Ambient temperature;
With bromine In acetic acid Cooling with ice;

: 455-14-1
4-trifluoromethylphenylamine

: 1147550-11-5
ammonium thiocyanate

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
With bromine In acetic acid at 10℃; for 12h;	90%
With tris(2,2'-bipyridyl)ruthenium dichloride In acetonitrile at 20℃; for 18h; Irradiation;	74%
With bromine In acetic acid
With hydrogenchloride; bromine; acetic acid

: 455-14-1
4-trifluoromethylphenylamine

: 540-72-7
sodium thiocyanide

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
With bromine; acetic acid
With bromine; acetic acid

: 1736-72-7
1-(4-(trifluoromethyl)phenyl)thiourea

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
With bromine In chloroform for 4h; Heating;
With bromine; acetic acid; lithium bromide at 40℃;

: 90774-69-9
4-aminobenzotrifluoride hydrochloride

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrochloric acid / H2O / 4 h / Heating 2: bromine / CHCl3 / 4 h / Heating View Scheme

: 455-14-1
4-trifluoromethylphenylamine

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: trifluoroacetic acid / Isopropyl acetate / 16 h / Reflux 2: acetic acid; lithium bromide; bromine / 40 °C View Scheme

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 25026-34-0
4-chlorophenacetyl chloride

: 1579991-05-1
2-(4-chlorophenyl)-N-(6-(trifluoromethyl)benzothiazol-2-yl)acetamide

Conditions

Conditions	Yield
In neat (no solvent) at 110℃; for 0.0833333h; Microwave irradiation;	95%
at 150℃; for 0.0833333h; Microwave irradiation;	95%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 159870-86-7
2-chloro-6-(trifluoromethyl)benzothiazole

Conditions

Conditions	Yield
Stage #1: With tert.-butylnitrite; copper dichloride In acetonitrile at 20℃; for 0.166667h; Stage #2: 2-amino-6-trifluoromethyl-1,3-benzothiazole In acetonitrile at 65℃; for 0.5h; Stage #3: With hydrogenchloride In water; acetonitrile	92%
With hydrogenchloride; tert.-butylnitrite; copper dichloride In acetonitrile at 20℃;

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 100-52-7
benzaldehyde

: (E)-1-phenyl-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)methanimine

Conditions

Conditions	Yield
In diethyl ether at 20℃; Molecular sieve;	84%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

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

: 1392441-94-9
N1-(6-(trifluoromethyl)-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h;	83%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 24h;	80%
Stage #1: 2-amino-6-trifluoromethyl-1,3-benzothiazole With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Stage #2: 2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic acid In dichloromethane at 25℃; for 24h;	80%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 1357099-42-3
(E)-2-(2-methoxy-5-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)phenoxy)acetic acid

: 1379509-98-4
N1-(6-(trifluoromethyl)-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(E)-3-oxo-3-(3,4,5-trimethoxyphenyl)-1-propenyl]phenoxy}acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	81%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 24h;	80%
Stage #1: 2-amino-6-trifluoromethyl-1,3-benzothiazole With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Stage #2: (E)-2-(2-methoxy-5-(3-oxo-3-(3,4,5-trimethoxyphenyl)prop-1-en-1-yl)phenoxy)acetic acid In dichloromethane at 25℃; for 24h;	80%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 1392443-96-7
2-{5-[1-acetyl-3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-5-pyrazolyl]-2-methoxyphenoxy}acetic acid

: 1392442-05-5
N1-(6-(trifluoromethyl)-1,3-benzothiazol-2-yl)-2-{5-[1-acetyl-3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-5-pyrazolyl]-2-methoxyphenoxy}acetamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 25℃; for 24h;	80%
Stage #1: 2-amino-6-trifluoromethyl-1,3-benzothiazole With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane Stage #2: 2-{5-[1-acetyl-3-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-5-pyrazolyl]-2-methoxyphenoxy}acetic acid In dichloromethane at 25℃; for 24h;	80%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 23386-72-3
2-bromo-1-(1-hydroxycyclohexyl)ethanone

: 1-(7-(trifluoromethyl)benzo[d]imidazo[2,1-b]thiazol-2-yl)cyclohexanol

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane at 110℃; for 12h; Sealed tube; Inert atmosphere;	76%

: 86-90-8
4-bromophthalic anhydride

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 5-bromo-2-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)isoindolin-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 24h; Inert atmosphere;	76%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 104-88-1
4-chlorobenzaldehyde

: 4-chloro-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)benzamide

Conditions

Conditions	Yield
With 2-phenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; caesium carbonate In dichloromethane at 25℃; for 12h; Inert atmosphere; Sealed tube;	75%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 3-(3,4-dimethoxyphenyl)-1H-pyrazole-5-carbaldehyde

: (E)-N-[(3-(3,4-dimethoxyphenyl)-1H-pyrazol-5-yl)methylene]-6-(trifluoromethyl)benzo[d]thiazol-2-amine

Conditions

Conditions	Yield
In ethanol for 6h; Reflux;	75%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 3-(benzo[d][1,3]dioxol-5-yl)-1H-pyrazole-5-carbaldehyde

: (E)-N-[(3-(benzo[d][1,3]dioxol-5-yl)-1H-pyrazol-5-yl)methylene]-6-(trifluoromethyl)benzo[d]thiazol-2-amine

Conditions

Conditions	Yield
In ethanol for 6h; Reflux;	75%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 2-iodo-6-(trifluoromethyl)-1,3-benzothiazole

Conditions

Conditions	Yield
With diiodomethane; isopentyl nitrite In N,N-dimethyl-formamide at 60℃; for 0.5h;	74%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 79-04-9
chloroacetyl chloride

: 2-chloro-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)acetamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 24h;	74%

: 118-45-6
4-chlorophthalic anhydride

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 5-chloro-2-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)isoindolin-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃; for 24h; Inert atmosphere;	72%

: 3946-32-5
suberic acid monomethyl ester

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 1526909-84-1
methyl 7-(6-(trifluoromethyl)benzo[d]thiazol-2-yl-carbamoyl)heptanoate

Conditions

Conditions	Yield
Stage #1: suberic acid monomethyl ester With 1,1'-carbonyldiimidazole In dichloromethane for 0.166667h; Stage #2: 2-amino-6-trifluoromethyl-1,3-benzothiazole In dichloromethane; N,N-dimethyl-formamide at 50 - 60℃; for 24h;	70%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 22901-09-3
2-(2-bromoethyl)benzaldehyde

A: N-(isochroman-1-yl)-6-(trifluoromethyl)benzo[d]thiazol-2-amine

B: 2-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)-3,4-dihydroisoquinolin-1(2H)-one

Conditions

Conditions	Yield
With acetic acid at 80℃; for 4h;	A 70% B 18%

...Expand

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 6831-55-6
2-(3,4-dichlorophenyl)acetyl chloride

: 1579991-11-9
2-(3,4-dichlorophenyl)-N-(6-(trifluoromethyl)benzothiazol-2-yl)acetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 110℃; for 0.166667h; Microwave irradiation;	65%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 108-94-1
cyclohexanone

: 3-(trifluoromethyl)-7,8,9,10-tetrahydrobenzo[d]benzo[4,5]imidazo[2,1-b]thiazole

Conditions

Conditions	Yield
With oxygen; sulfur In cyclohexane; dimethyl sulfoxide at 130℃; for 24h; Sealed tube; Green chemistry;	64%

: 4755-50-4
4-(dimethylamino)benzoyl chloride

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 4-(dimethylamino)-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)benzamide

Conditions

Conditions	Yield
With dmap In 1,4-dioxane for 24h; Reflux;	64%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 108-24-7
acetic anhydride

: N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 2h; Microwave irradiation;	63%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 1-bromo-5-methoxy-2,4-bis(trifluoromethyl)benzene

: N-(5-methoxy-2,4-bis(trifluoromethyl)phenyl)-6-(trifluoromethyl)benzo[d]thiazol-2-amine

Conditions

Conditions	Yield
With dmap; potassium phosphate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; molybdenum hexacarbonyl In 1,4-dioxane at 120℃; for 0.5h; Inert atmosphere; Microwave irradiation;	63%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 102-36-3
3,4-dichlorophenylisocyanate

: 1-(3,4-dichlorophenyl)-3-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)urea

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 8h;	62%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 5-chloro-2-methoxy-3-ethylbenzoic acid

: 5-chloro-3-ethyl-2-hydroxy-N-(6-(trifluoromethyl)benzo[d]thiazol-2-yl)benzamide

Conditions

Conditions	Yield
Stage #1: 5-chloro-2-methoxy-3-ethylbenzoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: 2-amino-6-trifluoromethyl-1,3-benzothiazole In N,N-dimethyl-formamide at 120℃; for 24h;	62%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 103-80-0
phenylacetyl chloride

: 1579991-10-8
N-(6-(trifluoromethyl)benzothiazol-2-yl)-2-phenylacetamide

Conditions

Conditions	Yield
In neat (no solvent) at 150℃; for 0.0833333h; Microwave irradiation;	61%

: 1072138-63-6
3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxaldehyde

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 135-19-3
β-naphthol

: 1-((3-bromo-1-(3-chloropyridine-2-yl)-1H-pyrazol-5-yl)((6-trifluoromethylbenzo[d]thiazol-2-yl)amino)methyl)naphthalene-2-ol

Conditions

Conditions	Yield
at 120℃; for 2h;	60%

...Expand

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 4023-34-1
cyclopropanecarboxylic acid chloride

: N-(6-(trifluoromethyl)benzothiazol-2-yl)-cyclopropanecarboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Cooling with ice;	59%

: 873302-27-3
7‐(4‐bromobutoxy)‐5‐hydroxy‐2‐phenyl‐4H‐chromen‐4‐one

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 5-hydroxy-2-phenyl-7-(4-(6-(trifluoromethyl)benzo[d]thiazol-2-ylamino)butoxy)-4H-chromen-4-one

Conditions

Conditions	Yield
In acetonitrile Reflux;	58%

: 777-12-8
2-amino-6-trifluoromethyl-1,3-benzothiazole

: 63812-15-7
2-fluoro-2-methylpropanoic acid

: 2-fluoro-2-methyl-N-(6-(trifluoromethyl)benzothiazol-2-yl)-propanamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃;	58%

2-Amino-6-(trifluoromethyl)-1,3-benzothiazole Specification

The 2-Amino-6-(trifluoromethyl)-1,3-benzothiazole, with the CAS registry number of 777-12-8, is also known as 6-(Trifluoromethyl)-1,3-benzothiazol-2-ylamine. It belongs to the product categories of Benzothiazole; Amines; Thiazoles, Isothiazoles &Benzothiazoles; Heterocyclic Compounds; Thiazoles, Isothiazoles & Benzothiazoles. This chemical's molecular formula is C₈H₅F₃N₂S and molecular weight is 218.2. What's more, its systematic name is 6-(Trifluoromethyl)-1,3-benzothiazol-2-amine. In addition, it must be stored in airtight containers and placed in a dry, cool place.

Physical properties about the 2-Amino-6-(trifluoromethyl)-1,3-benzothiazole are: (1)ACD/LogP: 2.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.46; (4)ACD/LogD (pH 7.4): 2.46; (5)ACD/BCF (pH 5.5): 43.53; (6)ACD/BCF (pH 7.4): 43.88; (7)ACD/KOC (pH 5.5): 517.21; (8)ACD/KOC (pH 7.4): 521.37; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 44.37 Å²; (13)Index of Refraction: 1.618; (14)Molar Refractivity: 49.78 cm³; (15)Molar Volume: 142 cm³; (16)Surface Tension: 46.7 dyne/cm; (17)Density: 1.536 g/cm³; (18)Flash Point: 139.3 °C; (19)Enthalpy of Vaporization: 54.72 kJ/mol; (20)Boiling Point: 306.7 °C at 760 mmHg; (21)Vapour Pressure: 0.00076 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. This chemical is toxic if swallowed. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1) SMILES:FC(F)(F)c1ccc2nc(sc2c1)N
(2) InChI:InChI=1/C8H5F3N2S/c9-8(10,11)4-1-2-5-6(3-4)14-7(12)13-5/h1-3H,(H2,12,13)
(3) InChIKey:WEDYEBJLWMPPOK-UHFFFAOYAH

Product Name

2-AMINO-6-(TRIFLUOROMETHYL)BENZOTHIAZOLE

Synthetic route

2-Amino-6-(trifluoromethyl)-1,3-benzothiazole Specification

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