(S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine supplier

Name
(S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine
EINECS 600-715-3
CAS No. 106092-09-5
Article Data15
CAS DataBase
Density 1.313 g/cm³
Solubility
Melting Point 222-224 °C
Formula C₇H₁₁N₃S
Boiling Point 359 °C at 760 mmHg
Molecular Weight 169.25
Flash Point 170.9 °C
Transport Information
Appearance Pale beige solid
Safety 26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,6-Benzothiazolediamine,4,5,6,7-tetrahydro-, (S)-;(S)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole;(S)-4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine;s-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole;
PSA 92.31000
LogP 2.04940

Synthetic route

: 873431-80-2
(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Stage #1: (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate With water; pyrographite at 80℃; for 1h; Stage #2: With water; potassium hydroxide; sodium hydroxide at 10 - 20℃; for 0.5h; pH=12; Temperature;	92%
Stage #1: (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate With hydrogenchloride In water Acidic aqueous solution; Stage #2: With sodium hydroxide at 50℃; pH=<= 7; Alkaline aqueous solution;
With sodium hydroxide; water at 25 - 35℃; for 1.83333 - 1.91667h; pH=11.0 - 12.0;
Stage #1: (S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate With hydrogenchloride In water carbon treatment; Stage #2: With potassium hydroxide In water at 25 - 30℃; for 1.5h;

: (S)-2-acetylamino-6-amino-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
With hydrogenchloride; water In tetrahydrofuran at 80℃; for 12h;	90%

: 106006-83-1
2,6-diamino-4,5,6,7-tetrahydro-benzthiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
With L-Tartaric acid In ethanol at 80℃; for 3h;	87.8%
With D-tartaric acid In water at 75℃; for 2h; Temperature;	48.4%
Stage #1: 2,6-diamino-4,5,6,7-tetrahydro-benzthiazole With L-Tartaric acid In water at 75℃; for 1h; Stage #2: With hydrogenchloride In water	27.9%

: 1315483-31-8
2,6-diamino-4,5,6,7-tetrahydro benzothiazole, (S)-tartarate salt

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
With hydrogenchloride; potassium hydroxide In water at 0 - 5℃; for 1 - 2h;	1.05%

: 106006-83-1
2,6-diamino-4,5,6,7-tetrahydro-benzthiazole

A: 106092-11-9
(R)-4,5,6,7-tetrahydrobenzo[1,2-d]thiazole-2,6-diamine

B: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
optical resolution with chiral tartaric acid;
Purification / work up; Resolution of racemate;

: 104617-50-7
N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)acetamide hydrobromide

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: water; sulfuric acid / 10 h / Reflux 1.2: 1.5 h / 0 - 30 °C 2.1: water / 70 °C / Reflux; Resolution of racemate 3.1: hydrogenchloride / water / carbon treatment 3.2: 1.5 h / 25 - 30 °C View Scheme

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: bromine; acetic acid / 0.75 h / 25 - 35 °C 1.2: 3 h / Reflux 2.1: water; sulfuric acid / 10 h / Reflux 2.2: 1.5 h / 0 - 30 °C 3.1: water / 70 °C / Reflux; Resolution of racemate 4.1: hydrogenchloride / water / carbon treatment 4.2: 1.5 h / 25 - 30 °C View Scheme
Multi-step reaction with 4 steps 1: bromine; acetic acid / 1 h / 60 °C 2: 1 h 3: water; hydrogen bromide / 15 h / Reflux 4: L-Tartaric acid / 75 °C View Scheme
Multi-step reaction with 4 steps 1: acetic acid; bromine / 4 h / 60 °C 2: 60 °C / Reflux 3: hydrogen bromide / Reflux 4: L-Tartaric acid / ethanol / 3 h / 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: acetic acid; bromine / 3 h / 20 °C 1.2: 0.5 h / 110 - 120 °C 2.1: hydrogen bromide / water / 6 h / 100 - 105 °C 3.1: L-Tartaric acid / water / 1 h / 75 °C View Scheme
Multi-step reaction with 3 steps 1.1: acetic acid; bromine 2.1: 120 °C 2.2: Reflux 3.1: D-tartaric acid / water / 0.33 h / 58 °C View Scheme

: 106006-80-8
N-(2-amino-4,5,6,7-tetrahydrobenzo[1,2-d]thiazol-6-yl)acetamide

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: water; hydrogen bromide / 15 h / Reflux 2: L-Tartaric acid / 75 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogen bromide / Reflux 2: L-Tartaric acid / ethanol / 3 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: hydrogen bromide / water / 6 h / 100 - 105 °C 2: L-Tartaric acid / water / 1 h / 75 °C View Scheme

: 687639-03-8
2-bromo-4-acetamidocyclohexanone

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1 h 2: water; hydrogen bromide / 15 h / Reflux 3: L-Tartaric acid / 75 °C View Scheme
Multi-step reaction with 3 steps 1: 60 °C / Reflux 2: hydrogen bromide / Reflux 3: L-Tartaric acid / ethanol / 3 h / 80 °C View Scheme

: 113030-24-3
2-amino-6-oxo-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 0.5 h / 100 °C 2: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7 3: pyridine / 2 h / 0 - 20 °C 4: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 5: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 6: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

: (R)-2-acetylamino-6-hydroxy-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: pyridine / 2 h / 0 - 20 °C 2: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 3: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 4: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

: (R)-2-acetylamino-6-hydroxy-4,5,6,7-tetrahydrobenzothiazole, 6-tosylate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 2: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 3: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

: (S)-2-acetylamino-6-azido-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 2: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

: 4746-97-8
cyclohexanedione monoethylene ketal

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere 2.1: sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 2 h / 20 °C 2.2: 20 - 80 °C 3.1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux 4.1: 0.5 h / 100 °C 5.1: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7 6.1: pyridine / 2 h / 0 - 20 °C 7.1: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 8.1: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 9.1: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

Yield

Multi-step reaction with 9 steps
1.1: triethylamine / dichloromethane / 1 h / 0 °C / Inert atmosphere
2.1: sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 2 h / 20 °C
2.2: 20 - 80 °C
3.1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux
4.1: 0.5 h / 100 °C
5.1: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7
6.1: pyridine / 2 h / 0 - 20 °C
7.1: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere
8.1: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C
9.1: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C
View Scheme

: 144810-01-5
1,4-cyclohexanedione-1-ethylene acetal 4-trimethylsilyl enol ether

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1.1: sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 2 h / 20 °C 1.2: 20 - 80 °C 2.1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux 3.1: 0.5 h / 100 °C 4.1: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7 5.1: pyridine / 2 h / 0 - 20 °C 6.1: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 7.1: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 8.1: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

Yield

Multi-step reaction with 8 steps
1.1: sodium acetate; N-Bromosuccinimide / tetrahydrofuran; water / 2 h / 20 °C
1.2: 20 - 80 °C
2.1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux
3.1: 0.5 h / 100 °C
4.1: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7
5.1: pyridine / 2 h / 0 - 20 °C
6.1: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere
7.1: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C
8.1: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C
View Scheme

: 159015-33-5
2-amino-6-(ethylenedioxy)-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux 2: 0.5 h / 100 °C 3: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7 4: pyridine / 2 h / 0 - 20 °C 5: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 6: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 7: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: hydrogenchloride; water / tetrahydrofuran / 4 h / Reflux
2: 0.5 h / 100 °C
3: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7
4: pyridine / 2 h / 0 - 20 °C
5: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere
6: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C
7: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C
View Scheme

: 404892-23-5
2-Acetylamino-6-oxo-4,5,6,7-tetrahydrobenzothiazole

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: Sucrose / aq. phosphate buffer; n-heptane / 16 h / 30 °C / pH 7 2: pyridine / 2 h / 0 - 20 °C 3: sodium azide / N,N-dimethyl-formamide / 6 h / 20 - 70 °C / Inert atmosphere 4: polymer bonded triphenyl phosphine / tetrahydrofuran; water / 12 h / 40 °C 5: hydrogenchloride; water / tetrahydrofuran / 12 h / 80 °C View Scheme

: 27514-08-5
N-(4-oxocyclohexyl)acetamide

: 17356-08-0
thiourea

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

Conditions

Conditions	Yield
Stage #1: N-(4-oxocyclohexyl)acetamide; thiourea With bromine In water at 45 - 80℃; for 2h; Large scale; Stage #2: With hydrogen bromide In water for 3h; Reflux; Large scale;

: 123-62-6
propionic acid anhydride

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 106006-84-2
(S)‑2‑amino‑6‑propionamido‑4,5,6,7‑tetrahydrobenzothiazole

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -10℃; Temperature;	97.2%
With triethylamine In tetrahydrofuran at -5℃; for 2h;	90%
Stage #1: propionic acid anhydride; (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine With triethylamine In tetrahydrofuran at -10 - -4℃; for 1.83333h; Stage #2: With potassium carbonate In tetrahydrofuran; water for 1.33333h; Product distribution / selectivity;	89%

: 106-94-5
propyl bromide

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: (S)-(-)-2-amino-6-n-propylamino-4,5,6,7-tetrahydrobenzothiazole hydrobromide

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one at 20℃; for 72h; Product distribution / selectivity;	96%
In N,N-dimethyl acetamide at 20℃; for 72h; Product distribution / selectivity;	80%

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

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1038555-08-6
tert-butyl (S)-(2-amino-4,5,6,7-tetrahydrobenzo[1,2-d]thiazol-6-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at -5 - 0℃; for 6h;	95%
In methanol at 0 - 25℃; for 1h;	90%
In tetrahydrofuran at 0 - 20℃; for 16h;	80.8%
In tetrahydrofuran at 0 - 20℃;

: 540-54-5
1-Chloropropane

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 104632-26-0
pramipexole

Conditions

Conditions	Yield
With NPs-Fe3O4(at)SiO2(at)[PrMIM]PW In acetonitrile at 50℃; Reagent/catalyst;	95%

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1046124-79-1
(S)-N-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-2-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -10 - 25℃;	94.6%
With triethylamine In tetrahydrofuran at -10 - 25℃; for 1.5h; Inert atmosphere;	94%
With triethylamine In tetrahydrofuran at -10 - 25℃; for 1h;

: 22921-68-2
2-bromo-5-methoxy-benzoic acid

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1381803-12-8
C15H17N3O3S

Conditions

Conditions	Yield
With copper; potassium carbonate In ethyl methyl ether at 25 - 30℃; for 2h; Ullmann reaction; Inert atmosphere; Sonication;	92%

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 118-91-2
ortho-chlorobenzoic acid

: 1381802-38-5
C14H15N3O2S

Conditions

Conditions	Yield
With copper; potassium carbonate In ethyl methyl ether at 25 - 30℃; for 1.5h; Ullmann reaction; Inert atmosphere; Sonication;	90%

: 599-91-7
propyl tosylate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 943319-02-6
2-amino-6-propylamino-4,5,6,7-tetrahydrobenzothiazole p-toluenesulfonic acid

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 76℃; for 6h; Reagent/catalyst; Solvent; Temperature;	88.2%
In N,N-dimethyl-formamide at 20℃; for 96h;	64%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	54%

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 18908-07-1
3-methoxyphenyl isocyanate

: 1251861-16-1
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(3-methoxyphenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	85%

: 123-62-6
propionic acid anhydride

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 104632-26-0
pramipexole

Conditions

Conditions	Yield
Stage #1: propionic acid anhydride; (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine With triethylamine In tetrahydrofuran at -10 - 0℃; for 2h; Stage #2: With borane-THF at 50 - 55℃; for 1h;	85%

: 104-12-1
p-chlorphenylisocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-21-8
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-chlorophenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	84%

: 3320-83-0
o-chlorophenyl isocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-19-4
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(2-chlorophenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	84%

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 2909-38-8
m-chlorophenyl isocyanate

: 1251861-20-7
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(3-chlorophenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	84%

: 38985-64-7
o-fluorophenyl isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-31-7
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(2-fluorophenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	84%

: 1544-68-9
4-fluorophenyl isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-28-2
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-fluorophenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	84%

: 700-87-8
1-Isocyanato-2-methoxy-benzene

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-14-9
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(2-methoxyphenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	83%

: 1195-45-5
para-fluorophenyl isocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-17-2
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-fluorophenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	83%

: 103-72-0
phenyl isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-35-1
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-phenylthiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	83%

: 2284-20-0
4-Methoxyphenyl isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-27-1
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-methoxyphenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	83%

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 3125-64-2
3-methoxyphenyl isothiocyanate

: 1262552-30-6
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(3-methoxyphenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	83%

: 5416-93-3
4-Methoxyphenyl isocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-15-0
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-methoxyphenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	82%

: 103-71-9
phenyl isocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-22-9
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-phenylurea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	81%

: 2740-81-0
2-chlorophenylisothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-32-8
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(2-chlorophenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	81%

: 2131-55-7
4-Chlorophenyl isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-34-0
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(4-chlorophenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	81%

: 2392-68-9
3-chlorophenyl-isothiocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1262552-29-3
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(3-chlorophenyl)thiourea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	81%

: 123-38-6
propionaldehyde

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 104632-26-0
pramipexole

Conditions

Conditions	Yield
Stage #1: propionaldehyde; (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine With sulfuric acid In methanol at 0℃; for 1.5h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 25℃; for 1.83333 - 1.91667h;	80.1%
Stage #1: propionaldehyde; (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine In methanol at 5℃; for 0.25h; Stage #2: With sodium tris(acetoxy)borohydride In methanol at 5 - 25℃; for 0.583333h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages;	69%
With sodium tetrahydroborate; sulfuric acid In methanol; dichloromethane at 3 - 8℃;

: 2612-57-9
2,4-dichlorophenyl isocyanate

: 106092-09-5
(S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine

: 1251861-18-3
1-((S)-2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)-3-(2,4-dichlorophenyl)urea

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	78%

(S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine Specification

The IUPAC name of 2,6-Benzothiazolediamine,4,5,6,7-tetrahydro-, (6S)- is (6S)-4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine. With the CAS registry number 106092-09-5, it is also named as 2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole. The product's categories are Intermidiate of Pramipexole; (Intermediate of Pramipexole); API; All Inhibitors; Inhibitors; Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals; Pramipexole Dihydrochloride Monohydrate. It is pale beige solid which is used to prepare Antiparkinsonism drug Pramipexole.

The other characteristics of 2,6-Benzothiazolediamine,4,5,6,7-tetrahydro-, (6S)- can be summarized as: (1)ACD/LogP: 0.26; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.81; (4)ACD/LogD (pH 7.4): -1.62; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.655; (13)Molar Refractivity: 47.3 cm³; (14)Molar Volume: 128.8 cm³; (15)Polarizability: 18.75×10^-24 cm³; (16)Surface Tension: 65.5 dyne/cm; (17)Enthalpy of Vaporization: 60.46 kJ/mol; (18)Vapour Pressure: 2.45E-05 mmHg at 25°C; (19)Tautomer Count: 2; (20)Exact Mass: 169.067368; (21)MonoIsotopic Mass: 169.067368; (22)Topological Polar Surface Area: 93.2; (23)Heavy Atom Count: 11; (24)Complexity: 153; (25)Defined Atom StereoCenter Count: 1.

People can use the following data to convert to the molecule structure.
1. SMILES:n1c2c(sc1N)CC(N)CC2
2. InChI:InChI=1/C7H11N3S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h4H,1-3,8H2,(H2,9,10)
3. InChIKey:DRRYZHHKWSHHFT-UHFFFAOYAN
4. Std. InChI:InChI=1S/C7H11N3S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h4H,1-3,8H2,(H2,9,10)
5. Std. InChIKey:DRRYZHHKWSHHFT-UHFFFAOYSA-N

Product Name

(S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine

Synthetic route

(S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine Specification

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