N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid

Base Information

• Chemical Name: N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid
• CAS No.: 69876-89-7
• Molecular Formula: C25H44N2O4S
• Molecular Weight: 468.701
• ChEMBL ID: CHEMBL30934
• DSSTox Substance ID: DTXSID301206583
• Wikidata: Q107909174
• Mol file: 69876-89-7.mol

Synonyms:CHEMBL30934;N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid;SCHEMBL11066925;BILNUQCYDUNGEQ-UHFFFAOYSA-N;DTXSID301206583;69876-89-7;2-[[4-(hexadecylamino)benzoyl]amino]ethanesulfonic acid

Chemical Property of N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid

Chemical Property:

• XLogP3: 7.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 20
• Exact Mass: 468.30217906
• Heavy Atom Count: 32
• Complexity: 555

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCNC1=CC=C(C=C1)C(=O)NCCS(=O)(=O)O

Technology Process of N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid

There total 7 articles about N-[4-(hexadecylamino)benzoyl]-2-aminoethanesulfonic acid 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: 45.0%

Tau (107-35-7) + N-<<4-(2,2,2-trifluoro-N-hexadecylacetamido)benzoyl>oxy>succinimide (69877-03-8) → 2-(4-Hexadecylamino-benzoylamino)-ethanesulfonic acid (69876-89-7)

Guidance literature:

With triethylamine; In ethanol; water; for 120h; Ambient temperature;

DOI:10.1021/jm00364a010

Reference yield:

4-(n-hexadecylamino)benzoic acid (55986-43-1) → 2-(4-Hexadecylamino-benzoylamino)-ethanesulfonic acid (69876-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / 1,2-dimethoxy-ethane; CH₂Cl₂ / 20 - 25 °C / Heating

2: dicyclohexylcarbodiimide / dioxane / 18 h / 0 - 5 °C

3: 45 percent / triethylamine / ethanol; H₂O / 120 h / Ambient temperature

With thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water;

DOI:10.1021/jm00364a010

Reference yield:

ethyl 4-(hexadecylamino)benzoate (55791-63-4) → 2-(4-Hexadecylamino-benzoylamino)-ethanesulfonic acid (69876-89-7)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / aq. ethanol / 6 h / Heating

2: thionyl chloride / 1,2-dimethoxy-ethane; CH₂Cl₂ / 20 - 25 °C / Heating

3: dicyclohexylcarbodiimide / dioxane / 18 h / 0 - 5 °C

4: 45 percent / triethylamine / ethanol; H₂O / 120 h / Ambient temperature

With potassium hydroxide; thionyl chloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; dichloromethane; water;

DOI:10.1021/jm00364a010

upstream raw materials:

Tau

N-<<4-(2,2,2-trifluoro-N-hexadecylacetamido)benzoyl>oxy>succinimide

4-(n-hexadecylamino)benzoic acid

ethyl 4-(hexadecylamino)benzoate