4-(3-Amino-2-hydroxypropoxy)phenylacetamide

Base Information

• Chemical Name: 4-(3-Amino-2-hydroxypropoxy)phenylacetamide
• CAS No.: 81346-71-6
• Molecular Formula: C₁₁H₁₆N₂O₃
• Molecular Weight: 224.26
• European Community (EC) Number: 864-006-2
• UNII: 2KY735UG1A
• DSSTox Substance ID: DTXSID10557479
• Nikkaji Number: J2.689.283J
• Wikidata: Q27156921
• Mol file: 81346-71-6.mol

Synonyms:81346-71-6;4-(3-AMINO-2-HYDROXYPROPOXY)PHENYLACETAMIDE;atenolol-desisopropyl;2-[4-(3-amino-2-hydroxypropoxy)phenyl]acetamide;2-(4-(3-amino-2-hydroxypropoxy)phenyl)acetamide;Atenolol impurity J;2KY735UG1A;4-(3-Amino-2-hydroxypropoxy)benzeneacetamide;Benzeneacetamide, 4-(3-amino-2-hydroxypropoxy)-;2-(4-((2RS)-3-Amino-2-hydroxypropoxy)phenyl)acetamide;2-[4-[(2RS)-3-Amino-2-hydroxypropoxy]phenyl]acetamide;Desisopropylatenolol;2[4-(3-Amino-2-hydroxy-propoxy)-phenyl]-acetamide;Dis(isopropyl) atenolol;Atenolol impurity J [EP];UNII-2KY735UG1A;CHEBI:83530;DTXSID10557479;AKOS030255418;SB79566;ATENOLOL IMPURITY J [EP IMPURITY];NS00000353;Q27156921;4-(3-amino-2-hydroxypropoxy)phenylacetamide, AldrichCPR;4-(3-Amino-2-hydroxypropoxy)phenylacetamide;Atenolol Impurity J

Chemical Property of 4-(3-Amino-2-hydroxypropoxy)phenylacetamide

Chemical Property:

• Vapor Pressure: 7.7E-12mmHg at 25°C
• Melting Point: 169-1730C
• Boiling Point: 524.8°C at 760 mmHg
• Flash Point: 271.2°C
• PSA: 98.57000
• Density: 1.234g/cm³
• LogP: 0.81340
• Storage Temp.: Refrigerator
• XLogP3: -1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 224.11609238
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

98%Min ^*data from raw suppliers

4-(3-Amino-2-hydroxypropoxy)phenylacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)N)OCC(CN)O

Technology Process of 4-(3-Amino-2-hydroxypropoxy)phenylacetamide

There total 2 articles about 4-(3-Amino-2-hydroxypropoxy)phenylacetamide 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:

(S)-1-[p-(carbamoylmethyl)phenoxy]-2,3-epoxypropane (29122-69-8) → 4-(3-amino-2-hydroxypropoxy)phenylacetamide (81346-71-6)

Guidance literature:

With ammonia; In methanol; Ambient temperature;

DOI:10.1248/cpb.30.196

Reference yield:

2-(4-hydroxyphenyl)acetamide (17194-82-0) → 4-(3-amino-2-hydroxypropoxy)phenylacetamide (81346-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 4 h / 90 °C

2: NH₃ / methanol / Ambient temperature

With ammonia; triethylamine; In methanol;

DOI:10.1248/cpb.30.196

Reference yield:

4-(3-amino-2-hydroxypropoxy)phenylacetamide (81346-71-6) → (2H6)-atenolol (81346-72-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetradeuteriomethanol / 3 h / Heating

2: NaBH₄ / tetradeuteriomethanol / 0.5 h / 0 °C

With sodium tetrahydroborate; In d⁽⁴⁾-methanol;

DOI:10.1248/cpb.30.196

upstream raw materials:

(S)-1-[p-(carbamoylmethyl)phenoxy]-2,3-epoxypropane

2-(4-hydroxyphenyl)acetamide

Downstream raw materials:

(²H₆)-atenolol