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

Base Information

• Chemical Name: (S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine
• CAS No.: 106092-09-5
• Molecular Formula: C7H11N3S
• Molecular Weight: 169.25
• Hs Code.: 29349990
• Mol file: 106092-09-5.mol

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;

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

Chemical Property:

• Appearance/Colour: Pale beige solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 222-224 °C
• Refractive Index: 1.656
• Boiling Point: 359 °C at 760 mmHg
• PKA: 9.18±0.20(Predicted)
• Flash Point: 170.9 °C
• PSA: 92.31000
• Density: 1.313 g/cm³
• LogP: 2.04940
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99%min ^*data from raw suppliers

(S)-N-DespropylPramipexole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-Pramipexole intermediate as dopamine autoreceptor agonist. (S)-N-Despropyl Pramipexole is a (S)-Pramipexole (P700745) intermediate as dopamine autoreceptor agonist. (S)-N-Despropyl Pramipexole (Pramipexole EP Impurity A; Pramipexole BP Impurity A; Pramipexole USP Related Compound A) is a (S)-Pramipexole (P700755) intermediate as dopamine autoreceptor agonist.

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

There total 18 articles about (S)-4,5,6,7-Tetrahydro-2,6-benzothiazolediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate (873431-80-2) → (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine (106092-09-5,104617-49-4)

Guidance literature:

(S)-4,5,6,7-tetrahydro-benzothiazole-2,6-diamine tartrate trihydrate; With water; pyrographite; at 80 ℃; for 1h;

With water; potassium hydroxide; sodium hydroxide; at 10 - 20 ℃; for 0.5h; pH=12; Temperature;

Reference yield: 90.0%

(S)-2-acetylamino-6-amino-4,5,6,7-tetrahydrobenzothiazole → (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine (106092-09-5,104617-49-4)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 80 ℃; for 12h;

DOI:10.1016/j.tetasy.2014.07.011

Reference yield: 87.8%

2,6-diamino-4,5,6,7-tetrahydro-benzthiazole (106006-83-1,104617-49-4) → (S)-4,5,6,7-tetrahydrobenzo[d]thiazol-2,6-diamine (106092-09-5,104617-49-4)

Guidance literature:

With L-Tartaric acid; In ethanol; at 80 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b00489

upstream raw materials:

2,6-diamino-4,5,6,7-tetrahydro-benzthiazole

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

2,6-diamino-4,5,6,7-tetrahydro benzothiazole, (S)-tartarate salt

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

Downstream raw materials:

pramipexole

pramipexole dihydrochloride

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

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

Refernces

• 1、 -. "Crystallization process of diamino -4, 5, 6, 7- tetrahydrobenzothiazole". Paragraph 0023; 0028-0029; 0034-0035; 0040-0041; 0050. . Retrieved 2020/03/25.
• 2、 -. "Preparation method of pramipexole dihydrochloride and intermediate thereof". Paragraph 0086; 0089. . Retrieved 2018/08/04.