2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine

Base Information

• Chemical Name: 2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine
• CAS No.: 22288-75-1
• Molecular Formula: C5H5N5OS
• Molecular Weight: 183.1911
• Hs Code.: 2933599090
• Mol file: 22288-75-1.mol

Synonyms:2,4-DIAMINO-6-HYDROXY-5-THIOCYANOPYRIMIDINE;Thiocyanic Acid 2,4-DiaMino-1,6-dihydro-6-oxo-5-pyriMidinyl Ester

Chemical Property of 2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine

Chemical Property:

• PSA: 147.87000
• LogP: 0.43108

Purity/Quality:

97% ^*data from raw suppliers

2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine (cas# 22288-75-1) is a compound useful in organic synthesis.

Technology Process of 2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine

There total 4 articles about 2,4-Diamino-6-hydroxy-5-thiocyanopyrimidine 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: 100.0%

potassium thioacyanate (333-20-0) + 2,6-diaminopyrimidin-4-ol (56-06-4) → 2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine (22288-75-1)

Guidance literature:

potassium thioacyanate; 2,6-diaminopyrimidin-4-ol; With acetic acid; at 25 - 95 ℃; Inert atmosphere;

With bromine; at 10 - 20 ℃; for 2h;

Reference yield: 90.0%

2,6-diamino-3H-pyrimidin-4-one (100643-27-4,143504-99-8) + ammonium thiocyanate (1147550-11-5) → 2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl thiocyanate (22288-75-1)

Guidance literature:

With iodine; In methanol; at 20 ℃; for 0.416667h;

DOI:10.1016/j.tetlet.2011.03.058

Reference yield:

sodium thiocyanide (540-72-7) + 5-bromo-2,4-diamino-6-hydroxypyrimidine (6312-72-7) → 2,4-diamino-6-hydroxy-5-thiocyanatopyrimidine (22288-75-1)

Guidance literature:

In water; for 2h; Heating;

DOI:10.1002/jhet.5570170747

upstream raw materials:

sodium thiocyanide

5-bromo-2,4-diamino-6-hydroxypyrimidine

potassium thioacyanate

2,6-diaminopyrimidin-4-ol

Downstream raw materials:

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

Refernces

• 1、 Rodríguez, Ricaurte,Camargo, Patricia,Sierra, César A.,Soto, Carlos Y.,Cobo, Justo,Nogueras, Manuel. "Iodine mediated an efficient and greener thiocyanation of aminopyrimidines by a modification of the Kaufmann's reaction". . p. 2652 - 2654. Retrieved 2011.
• 2、 Okafor. "Studies in the heterocyclic series. XVIII. Utilization of 4-aminopyrimidine chemistry in 1,4,7,9-tetraazabenzo[b]phenothiazine synthesis". . p. 1587 - 1592. Retrieved 2007/10/02.