2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide

Base Information

• Chemical Name: 2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide
• CAS No.: 170799-34-5
• Molecular Formula: C₁₉H₂₃ClN₂O₂
• Molecular Weight: 346.857
• DSSTox Substance ID: DTXSID701170742
• Mol file: 170799-34-5.mol

Synonyms:170799-34-5;2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide;SCHEMBL13840034;AJFJKTHEJZWFRT-UHFFFAOYSA-N;DTXSID701170742;FT-0740625;N-[3-[Bis(phenylmethyl)amino]-2-hydroxypropyl]-2-chloroacetamide

Chemical Property of 2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 346.1448057
• Heavy Atom Count: 24
• Complexity: 335

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN(CC2=CC=CC=C2)CC(CNC(=O)CCl)O

Technology Process of 2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide

There total 3 articles about 2-chloro-N-(3-(dibenzylamino)-2-hydroxypropyl)acetamide 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: 86.0%

chloroacetyl chloride (79-04-9) + 1-amino-3-(dibenzylamino)-2-propanol (50456-65-0) → 1-<(chloroacetyl)amino>-3-(dibenzylamino)-2-propanol (170799-34-5)

Guidance literature:

With sodium hydroxide; In chloroform; a) 5 deg C, 1 h, b) RT, 3 h;

DOI:10.1248/cpb.43.699

Reference yield:

2-(3-(dibenzylamino)-2-hydroxypropyl)isoindoline-1,3-dione (170799-33-4) → 1-<(chloroacetyl)amino>-3-(dibenzylamino)-2-propanol (170799-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / conc. HCl / 24 h / Heating

2: 86 percent / 3percent aq. NaOH / CHCl₃ / a) 5 deg C, 1 h, b) RT, 3 h

With hydrogenchloride; sodium hydroxide; In chloroform;

DOI:10.1248/cpb.43.699

Reference yield:

dibenzylamine (103-49-1) → 1-<(chloroacetyl)amino>-3-(dibenzylamino)-2-propanol (170799-34-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 20 h / 80 °C

2: 84 percent / conc. HCl / 24 h / Heating

3: 86 percent / 3percent aq. NaOH / CHCl₃ / a) 5 deg C, 1 h, b) RT, 3 h

With hydrogenchloride; sodium hydroxide; In chloroform;

DOI:10.1248/cpb.43.699

upstream raw materials:

chloroacetyl chloride

1-amino-3-(dibenzylamino)-2-propanol

2-(3-(dibenzylamino)-2-hydroxypropyl)isoindoline-1,3-dione

dibenzylamine

Downstream raw materials:

2-<(dibenzylamino)methyl>-5-oxomorpholine

4-(acetylamino)-5-chloro-2-ethoxy-N-<(5-oxo-2-morpholinyl)methyl>benzamide

6-(aminomethyl)morpholin-3-one