1-Allyl-3-butyl-8-methylxanthine

Base Information

• Chemical Name: 1-Allyl-3-butyl-8-methylxanthine
• CAS No.: 81250-14-8
• Molecular Formula: C₁₃H₁₈N₄O₂
• Molecular Weight: 262.312
• DSSTox Substance ID: DTXSID40230980
• Nikkaji Number: J2.025.868C
• Wikidata: Q83111771
• ChEMBL ID: CHEMBL420887
• Mol file: 81250-14-8.mol

Synonyms:1-Allyl-3-butyl-8-methylxanthine;81250-14-8;1H-Purine-2,6-dione, 3,7-dihydro-3-butyl-8-methyl-1-(2-propenyl)-;1-Allyl-3-butyl-8-methyl-3,7-dihydro-1H-purine-2,6-dione;3,7-Dihydro-3-butyl-8-methyl-1-(2-propenyl)-1H-purine-2,6-dione;CHEMBL420887;SCHEMBL4953015;DTXSID40230980;QBFREJBHQYIGDW-UHFFFAOYSA-N;1-allyl-3-butyl-8-methyl xanthine;LS-126623;1-Allyl-3-butyl-8-methyl-1,2,3,6-tetrahydro-7H-purine-2,6-dione;3-butyl-8-methyl-1-(prop-2-en-1-yl)-2,3,6,7-tetrahydro-1H-purine-2,6-dione

Chemical Property of 1-Allyl-3-butyl-8-methylxanthine

Chemical Property:

• Vapor Pressure: 1.14E-09mmHg at 25°C
• Boiling Point: 487.9°Cat760mmHg
• Flash Point: 248.9°C
• PSA: 72.68000
• Density: 1.197g/cm³
• LogP: 1.18080
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 262.14297583
• Heavy Atom Count: 19
• Complexity: 385

Purity/Quality:

1-ALLYL-3-BUTYL-8-METHYLXANTHINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN1C2=C(C(=O)N(C1=O)CC=C)NC(=N2)C

Technology Process of 1-Allyl-3-butyl-8-methylxanthine

There total 4 articles about 1-Allyl-3-butyl-8-methylxanthine 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:

1-butyl-5-amino-6-acetylamino uracil + pyrographite (7440-44-0) + allyl bromide (106-95-6) → 1-allyl-3-butyl-8-methyl xanthine (81250-14-8)

Guidance literature:

With hydrogenchloride; In sodium hydroxide; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

6-amino-1-n-butyl-1,3-dihydropyrimidine-2,4-dione (53681-49-5) → 1-allyl-3-butyl-8-methyl xanthine (81250-14-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HMDS; (NH₄)2SO₄ / Heating

1.2: Heating

2.1: aq. NaNO₂; HOAc

2.2: Na₂S₂O₄; NH₄OH / 85 - 95 °C

3.1: Heating

With ammonium sulfate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane; sodium nitrite;

DOI:10.1016/S0960-894X(03)00722-4

Reference yield:

3-allyl-6-amino-1-butyl-1H-pyrimidine-2,4-dione (628278-98-8) → 1-allyl-3-butyl-8-methyl xanthine (81250-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaNO₂; HOAc

1.2: Na₂S₂O₄; NH₄OH / 85 - 95 °C

2.1: Heating

With acetic acid; sodium nitrite;

DOI:10.1016/S0960-894X(03)00722-4

upstream raw materials:

Triethyl orthoacetate

3-allyl-5,6-diamino-1-butyl-1H-pyrimidine-2,4-dione

6-amino-1-n-butyl-1,3-dihydropyrimidine-2,4-dione

3-allyl-6-amino-1-butyl-1H-pyrimidine-2,4-dione

Downstream raw materials:

1-propyl-3-butyl-8-methyl xanthine