2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-quinazolin-4-one

Base Information

• Chemical Name: 2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-quinazolin-4-one
• CAS No.: 5452-19-7
• Molecular Formula: C₉H₁₃N₃O₂
• Molecular Weight: 195.221
• Hs Code.: 2933990090
• Mol file: 5452-19-7.mol

Synonyms:4(1H)-Quinazolinone,2-amino-5,6,7,8-tetrahydro-6-(hydroxymethyl)- (9CI); 6-Quinazolinemethanol,2-amino-5,6,7,8-tetrahydro-4-hydroxy- (6CI); NSC 21931

Chemical Property of 2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-quinazolin-4-one

Chemical Property:

• Vapor Pressure: 5.02E-08mmHg at 25°C
• Boiling Point: 399°C at 760 mmHg
• PKA: 14.88±0.10(Predicted)
• Flash Point: 195.1°C
• PSA: 92.00000
• Density: 1.61g/cm³
• LogP: 0.03050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-quinazolin-4-one

There total 4 articles about 2-amino-6-(hydroxymethyl)-5,6,7,8-tetrahydro-1H-quinazolin-4-one 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:

2-amino-6-carbo-n-butoxy-4-hydroxy-5,6,7,8-tetrahydroquinazoline (5446-29-7) → 2-amino-6-hydroxymethyl-5,6,7,8-tetrahydro-3H-quinazolin-4-one (5452-19-7)

Guidance literature:

With sodium tetrahydroborate; aluminium trichloride; diethylene glycol dimethyl ether;

DOI:10.1021/ja01554a047

Reference yield:

6-carbo-n-butoxy-4-hydroxy-2-(trifluoroacetamido)-5,6,7,8-tetrahydroquinazoline (107174-42-5) → 2-amino-6-hydroxymethyl-5,6,7,8-tetrahydro-3H-quinazolin-4-one (5452-19-7)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; for 2h;

DOI:10.1021/jm00390a025

Reference yield:

4-oxo-cyclohexane-1,3-dicarboxylic acid dimethyl ester (103505-09-5) → 2-amino-6-hydroxymethyl-5,6,7,8-tetrahydro-3H-quinazolin-4-one (5452-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; sodium methylate

2: toluene-4-sulfonic acid-hydrate

3: NaBH₄; AlCl₃; O,O'-dimethyl-diethylene glycol

With methanol; sodium tetrahydroborate; aluminium trichloride; diethylene glycol dimethyl ether; sodium methylate; toluene-4-sulfonic acid;

DOI:10.1021/ja01554a047

upstream raw materials:

2-amino-6-carbo-n-butoxy-4-hydroxy-5,6,7,8-tetrahydroquinazoline

6-carbo-n-butoxy-4-hydroxy-2-(trifluoroacetamido)-5,6,7,8-tetrahydroquinazoline

4-oxo-cyclohexane-1,3-dicarboxylic acid dimethyl ester

2-amino-4-oxo-3,4,5,6,7,8-hexahydro-quinazoline-6-carboxylic acid

Downstream raw materials:

toluene-4-sulfonic acid-(2-amino-4-oxo-3,4,5,6,7,8-hexahydro-quinazolin-6-ylmethyl ester)

2-amino-6-(4-chloro-anilinomethyl)-5,6,7,8-tetrahydro-3H-quinazolin-4-one

5,8-dideaza-5,6,7,8-tetrahydrofolic acid

N¹⁰-methyl-5,8-dideaza-5,6,7,8-tetrahydrofolate