2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride

Base Information

• Chemical Name: 2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride
• CAS No.: 56830-58-1
• Molecular Formula: C4H6N4O2^.HCl
• Molecular Weight: 178.578
• Hs Code.: 2933599090
• European Community (EC) Number: 611-428-8
• DSSTox Substance ID: DTXSID70370065
• Mol file: 56830-58-1.mol

Synonyms:2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride;56830-58-1;2,5-Diamino-4,6-dihydroxypyrimidine HCl;2,5-Diaminopyrimidine-4,6-diol Hydrochloride;diaminopyrimidine-4,6-diol hydrochloride;2,5-diamino-4-hydroxy-1H-pyrimidin-6-one;hydrochloride;4(1H)-Pyrimidinone, 2,5-diamino-6-hydroxy-, monohydrochloride;2,5-Diamino-4,6-dihydroxy-pyrimidine;C4H7ClN4O2;2,5-Diamino-4,6-dihydroxypyrimidinehydrochloride;2,5-Diamino-6-hydroxy-3H-pyrimidin-4-one hydrochloride;SCHEMBL655381;AMY4031;DTXSID70370065;IIVYOQGIZSPVFZ-UHFFFAOYSA-N;BCP13016;MFCD00082893;AKOS015847432;AKOS015892533;diaminodihydroxypyrimidine hydrochloride;AC-6126;AS-68025;A8124;CS-0008326;D2634;FT-0640415;EN300-7396280;2,5-diaminopyrimidine-4,6-diol hydrogen chloride;W-203142;2,5-Diamino-6-hydroxy-4(1H)-pyrimidinone Hydrochloride

Chemical Property of 2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride

Chemical Property:

• Appearance/Colour: orange-pink powder
• Melting Point: >300 °C
• Boiling Point: 490 °C at 760 mmHg
• Flash Point: 250.1 °C
• PSA: 118.02000
• LogP: 0.60430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 178.0257532
• Heavy Atom Count: 11
• Complexity: 242

Purity/Quality:

99.9% ^*data from raw suppliers

2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(N=C(NC1=O)N)O)N.Cl
• Uses: Prasugrel? intermediate

Technology Process of 2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride

There total 2 articles about 2,5-Diamino-4,6-dihydroxypyrimidine Hydrochloride 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: 49.0%

5-acetylamino-2-aminopyrimidine-4,6-diol → 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (56830-58-1)

Guidance literature:

With hydrogenchloride; In water; at 270 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c7md00268h

Reference yield:

aminomalonic acid diethyl ester (6829-40-9) + guanidine hydrochloride (50-01-1) → 2,5-diamino-4,6-dihydroxypyrimidine hydrochloride (56830-58-1)

Guidance literature:

With sodium ethanolate; Yield given. Multistep reaction; 1) EtOH, 30 min, r.t., 2a) EtOH, 18 h, r.t., 2b) 1 h, reflux;

DOI:10.1055/s-1990-26949

Reference yield: 94.0%

2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (56830-58-1) + methyl 4-(2-bromoacetyl)benzoate (56893-25-5) → 4-(2-Amino-4-oxo-3,7-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-yl)-benzoic acid methyl ester (85828-45-1)

Guidance literature:

With sodium hydrogencarbonate; In methanol; for 2h; Heating;

DOI:10.1021/jm00362a015

upstream raw materials:

aminomalonic acid diethyl ester

guanidine hydrochloride

Downstream raw materials:

(2-amino-4-oxo-3,5-dihydro-4H-pyrimido[4,5-b][1,4]oxazin-6-ylidene)-acetic acid ethyl ester

2-amino-6-(3-phenyl-propyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

2-amino-6-phenethyl-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

2-amino-6-(4-phenyl-butyl)-3,7-dihydro-pyrimido[4,5-b][1,4]oxazin-4-one

Refernces

• 1、 Legraverend,Boumchita,Bisagni. "A new route to 2,5-diamino-4,6-dichloropyramidine, a key precursor of 9-substituted guanines". . p. 587 - 589. Retrieved 2007/10/02.