Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro-

Base Information

• Chemical Name: Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro-
• CAS No.: 79514-72-0
• Molecular Formula: C₁₀H₁₁N₃O
• Molecular Weight: 189.217
• DSSTox Substance ID: DTXSID20229751
• Nikkaji Number: J87.035H
• Mol file: 79514-72-0.mol

Synonyms:BRN 5533020;79514-72-0;Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro-;1,2,3,4-Tetrahydropyrimido(1,2-a)benzimidazol-8-ol;Hydroxy-8 tetrahydro-1,2,3,4 pyrimido(1,2-a)benzimidazole [French];Hydroxy-8 tetrahydro-1,2,3,4 pyrimido(1,2-a)benzimidazole;1,2,3,4-Tetrahydropyrimido[1,2-a]benzimidazol-8-ol;DTXSID20229751;AKOS006275914;LS-136105;1,8,10-triazatricyclo[7.4.0.0?,?]trideca-2,4,6,8-tetraen-5-ol

Chemical Property of Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro-

Chemical Property:

• Vapor Pressure: 2.85E-06mmHg at 25°C
• Boiling Point: 378.6°C at 760 mmHg
• Flash Point: 182.8°C
• PSA: 53.31000
• Density: 1.5g/cm³
• LogP: 0.41500
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.090211983
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

PYRIMIDO[1,2-A]BENZIMIDAZOL-8-OL, 1,2,3,4-TETRAHYDRO- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=NC3=C(N2C1)C=CC(=C3)O

Technology Process of Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro-

There total 8 articles about Pyrimido(1,2-a)benzimidazol-8-ol, 1,2,3,4-tetrahydro- 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%

methoxy-8 tetrahydro-1,2,3,4 pyrimido-<1,2-a>-benzimidazole (79514-61-7) → hydroxy-8 tetrahydro-1,2,3,4 pyrimido<1,2-a> benzimidazole (79514-72-0)

Guidance literature:

With hydrogen bromide; In acetic acid; for 3h; Heating;

Reference yield:

(methoxy-4' nitro-2' anilino)-3 propionitrile (31897-61-7) → hydroxy-8 tetrahydro-1,2,3,4 pyrimido<1,2-a> benzimidazole (79514-72-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 58 percent / conc. H₂SO₄ / H₂O / 100 °C

2: 95 percent / SOCl₂ / 1 h / Ambient temperature

3: 62 percent / hydrogen / Raney-Ni / tetrahydrofuran / 40 - 50 °C

4: bromocyanogene / tetrahydrofuran / 1 h / Heating

5: dimethylformamide / 2 h / Heating

6: 81 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

7: 93 percent / 66 percent HBr / acetic acid / 3 h / Heating

With lithium aluminium tetrahydride; thionyl chloride; bromocyane; sulfuric acid; hydrogen bromide; hydrogen; nickel; In tetrahydrofuran; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

N-(methoxy-4' nitro-2' phenyl)-β-alaninate de methyle (36332-45-3) → hydroxy-8 tetrahydro-1,2,3,4 pyrimido<1,2-a> benzimidazole (79514-72-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / hydrogen / Raney-Ni / tetrahydrofuran / 40 - 50 °C

2: bromocyanogene / tetrahydrofuran / 1 h / Heating

3: dimethylformamide / 2 h / Heating

4: 81 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

5: 93 percent / 66 percent HBr / acetic acid / 3 h / Heating

With lithium aluminium tetrahydride; bromocyane; hydrogen bromide; hydrogen; nickel; In tetrahydrofuran; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

methoxy-8 tetrahydro-1,2,3,4 pyrimido-<1,2-a>-benzimidazole

(methoxy-4' nitro-2' anilino)-3 propionitrile

N-(methoxy-4' nitro-2' phenyl)-β-alaninate de methyle

N-(amino-2' methoxy-4' phenyl)-β-alaninate de methyle

Refernces