5-ethyl-1-benzyloxymethyl-6-(phenylthio)uracil

Base Information

• Chemical Name: 5-ethyl-1-benzyloxymethyl-6-(phenylthio)uracil
• CAS No.: 132774-46-0
• Molecular Formula: C20H20 N2 O3 S
• Molecular Weight: 368.456
• Mol file: 132774-46-0.mol

Synonyms:E-BPU; NSC648400

Chemical Property of 5-ethyl-1-benzyloxymethyl-6-(phenylthio)uracil

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 89.65000
• Density: 1.3g/cm³
• LogP: 3.83680

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-ethyl-1-benzyloxymethyl-6-(phenylthio)uracil

There total 4 articles about 5-ethyl-1-benzyloxymethyl-6-(phenylthio)uracil 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: 77.0%

5-ethyl-1-benzyloxymethyl-6-(phenylthio)-2-thiouracil (136160-24-2) → 5-ethyl-1-<(benzyloxy)methyl>-6-(phenylthio)uracil (132774-46-0)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; for 1h; Ambient temperature;

DOI:10.1021/jm00103a009

Reference yield:

5-ethyl-2-thiouracil (34171-37-4) → 5-ethyl-1-<(benzyloxy)methyl>-6-(phenylthio)uracil (132774-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (NH₄)2SO₄, 1,1,1,3,3,3-hexamethyldisilazane, 2.) CsI / 1.) reflux, 15 h, 2.) MeCN, reflux, 2 h

2: 1.) lithium diisopropylamide (LDA) / 1.) THF, -70 deg C, 1 h, 2.) THF, -70 deg C, 1 h

3: 77 percent / 1 N aq. NaOH, 35percent H₂O₂ / 1 h / Ambient temperature

With ammonium sulfate; sodium hydroxide; isocyanate de chlorosulfonyle; dihydrogen peroxide; 1,1,1,3,3,3-hexamethyl-disilazane; lithium diisopropyl amide;

DOI:10.1021/jm00103a009

Reference yield:

Benzyloxymethyl chloride (3587-60-8) → 5-ethyl-1-<(benzyloxy)methyl>-6-(phenylthio)uracil (132774-46-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (NH₄)2SO₄, 1,1,1,3,3,3-hexamethyldisilazane, 2.) CsI / 1.) reflux, 15 h, 2.) MeCN, reflux, 2 h

2: 1.) lithium diisopropylamide (LDA) / 1.) THF, -70 deg C, 1 h, 2.) THF, -70 deg C, 1 h

3: 77 percent / 1 N aq. NaOH, 35percent H₂O₂ / 1 h / Ambient temperature

With ammonium sulfate; sodium hydroxide; isocyanate de chlorosulfonyle; dihydrogen peroxide; 1,1,1,3,3,3-hexamethyl-disilazane; lithium diisopropyl amide;

DOI:10.1021/jm00103a009

upstream raw materials:

5-ethyl-1-benzyloxymethyl-6-(phenylthio)-2-thiouracil

5-ethyl-2-thiouracil

Benzyloxymethyl chloride

1-[(benzyloxy)methyl]-5-ethyl-2-thiouracil