2-AMino-6-broMo-5,6-dihydro-7(4H)-benzothiazolone

Base Information

• Chemical Name: 2-AMino-6-broMo-5,6-dihydro-7(4H)-benzothiazolone
• CAS No.: 1001648-73-2
• Molecular Formula: C₇H₇BrN₂OS
• Molecular Weight: 247.115
• Mol file: 1001648-73-2.mol

Synonyms:

Chemical Property of 2-AMino-6-broMo-5,6-dihydro-7(4H)-benzothiazolone

Chemical Property:

• Melting Point: 186-189oC
• Boiling Point: 418.0±45.0 °C(Predicted)
• PKA: 2.50±0.40(Predicted)
• Density: 1.870±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-6-bromo-5,6-dihydro-7(4H)-benzothiazolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Pramipexole.

Technology Process of 2-AMino-6-broMo-5,6-dihydro-7(4H)-benzothiazolone

There total 4 articles about 2-AMino-6-broMo-5,6-dihydro-7(4H)-benzothiazolone 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: 93.0%

2-amino-5,6-dihydro-4H-benzothiazol-7-one; hydrobromide (805250-54-8) → 2-amino-6-bromo-5,6-dihydrobenzothiazol-7(4H)-one (1001648-73-2)

Guidance literature:

2-amino-5,6-dihydro-4H-benzothiazol-7-one; hydrobromide; With sulfuric acid; In methanol; at 18 - 23 ℃;

With trimethyl orthoformate; In methanol; at 20 - 23 ℃; for 3h;

With bromine; sodium hydrogencarbonate; more than 3 stages;

Reference yield:

2-amino-5,6-dihydrobenzothiazol-7(4H)-one dihydrobromide (805250-54-8) → 2-amino-6-bromo-5,6-dihydrobenzothiazol-7(4H)-one (1001648-73-2)

Guidance literature:

2-amino-5,6-dihydrobenzothiazol-7(4H)-one dihydrobromide; With sulfuric acid; trimethyl orthoformate; In methanol; at 18 - 23 ℃;

With bromine; In methanol; at 0 - 20 ℃;

DOI:10.1021/acs.oprd.6b00182

Reference yield:

1,3-cylohexanedione (504-02-9) → 2-amino-6-bromo-5,6-dihydrobenzothiazol-7(4H)-one (1001648-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic acid; bromine / 4 h

2.1: ethanol / 3 h / Reflux; Inert atmosphere

3.1: sulfuric acid; trimethyl orthoformate / methanol / 18 - 23 °C

3.2: 0 - 20 °C

With sulfuric acid; bromine; acetic acid; trimethyl orthoformate; In methanol; ethanol;

DOI:10.1021/acs.oprd.6b00182

upstream raw materials:

2-amino-5,6-dihydro-4H-benzothiazol-7-one; hydrobromide

1,3-cylohexanedione

2-bromocyclohexane-1,3-dienone

2-amino-5,6-dihydrobenzothiazol-7(4H)-one dihydrobromide

Downstream raw materials:

(6S,7S)-2-amino-7-hydroxy-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazole

(6S,7R)-N6-propyl-N7-((S)-6-(propylamino)-4,5,6,7-tetrahydrobenzothiazol-2-yl)-4,5,6,7-tetrahydrobenzothiazole-2,6,7-triamine

Refernces

• 1、 -. "Process for producing pramipexole". Page/Page column 9-10. . Retrieved 2008/06/13.