5-AMINOTHIAZOLO[4,5-D]PYRIMIDINE-2,7(3H,6H)-DIONE

Base Information

• Chemical Name: 5-AMINOTHIAZOLO[4,5-D]PYRIMIDINE-2,7(3H,6H)-DIONE
• CAS No.: 30161-97-8
• Molecular Formula: C5H4N4O2S
• Molecular Weight: 184.178
• Hs Code.: 2934999090
• Mol file: 30161-97-8.mol

Synonyms:5-aminothaizolo<4,5-d>pyrimidine-2,7(3H,6H)-dione;5-aminothiazolo[4,5-d]pyrimidin-2,7(3H,6H)-dione;5-amino-3H,6H-thiazolo[4,5-d]pyrimidine-2,7-dione;5-aminothiazolo<4,5-d>pyrimidine-2,7-dione;5-Aminothiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dione;

Chemical Property of 5-AMINOTHIAZOLO[4,5-D]PYRIMIDINE-2,7(3H,6H)-DIONE

Chemical Property:

• Melting Point: >300°C
• PKA: 6.95±0.20(Predicted)
• PSA: 132.87000
• Density: 2.42±0.1 g/cm3(Predicted)
• LogP: -0.16370
• Storage Temp.: Refrigerator
• Solubility.: DMF, DMSO, Sodium Hydroxide Soln.

Purity/Quality:

97% ^*data from raw suppliers

5-Aminothiazolo[4,5-d]pyrimidine-2,7(3H,6H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Guanosine analog

Technology Process of 5-AMINOTHIAZOLO[4,5-D]PYRIMIDINE-2,7(3H,6H)-DIONE

There total 4 articles about 5-AMINOTHIAZOLO[4,5-D]PYRIMIDINE-2,7(3H,6H)-DIONE 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: 51.0%

2,5-Diamino-7-hydroxy-thiazolo<4.5-d>pyrimidin (22288-77-3) → 5-amino-7-hydroxy-3H-thiazolo[4,5-d]pyrimidin-2-one (30161-97-8)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 80 ℃; for 2h;

Reference yield:

2,5-Diamino-7-hydroxy-thiazolo<4.5-d>pyrimidin (22288-77-3) → 5-amino-3H,6H-thiazolo[4,5-d]pyrimidine-2,7-dione (30161-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaNO₂, HCl / aq. NaOH; H₂O

2: aq. NaOH

With hydrogenchloride; sodium hydroxide; sodium nitrite; In sodium hydroxide; water;

DOI:10.1039/j39700002478

Reference yield:

2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine (22288-75-1) → 5-amino-7-hydroxy-3H-thiazolo[4,5-d]pyrimidin-2-one (30161-97-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 61 - 67 °C

2: sodium nitrite; hydrogenchloride / water / 2 h / 80 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; sodium nitrite; In tetrahydrofuran; water;

upstream raw materials:

5-amino-2-chloro-6H-thiazolo[4,5-d]pyrimidin-7-one

2,5-Diamino-7-hydroxy-thiazolo<4.5-d>pyrimidin

2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine

Downstream raw materials:

5-amino-3-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7-dione

5-amino-3-(2-deoxy-3,5-di-O-toluoyl-D-erythro-pentofuranosyl)thiazolo<4,5-d>pyrimidine-2,7-dione

5-amino-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)thiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione

3-β-D-ribofuranosylthiazolo<4,5-d>pyrimidine-2,7(3H,6H)-dione