N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide

Base Information

• Chemical Name: N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide
• CAS No.: 17364-04-4
• Molecular Formula: C11H14Cl2N2O3
• Molecular Weight: 293.15
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30274439,DTXSID40876423
• Nikkaji Number: J82.618I
• Mol file: 17364-04-4.mol

Synonyms:17364-04-4;N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide;P-AMINO-AMPHENICOL;SCHEMBL10777805;DTXSID30274439;DTXSID40876423;BFLNGKUCFYKCFZ-UHFFFAOYSA-N;PD040502;1-(4-Aminophenyl)-2-(dichloroacetylamino)-1,3-propanediol

Chemical Property of N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide

Chemical Property:

• PSA: 99.07000
• LogP: 2.00450
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 292.0381477
• Heavy Atom Count: 18
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(CO)NC(=O)C(Cl)Cl)O)N

Technology Process of N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide

There total 7 articles about N-[1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl]-2,2-dichloroacetamide 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: 80.0%

dichloroacetic acid methyl ester (116-54-1) + (1R,2R)-(-)-2-amino-1-(4-aminophenyl)-1,3-propanediol (2663-91-4,50961-68-7,140694-66-2,16088-09-8) → N-((1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl)-2,2-dichloroacetamide (7411-64-5,17364-04-4,19443-08-4,54933-25-4,140694-67-3)

Guidance literature:

In methanol; at 40 ℃; for 0.0583333h;

DOI:10.1021/acs.joc.1c01124

Reference yield: 5.0%

dichloroacethyl chloride (79-36-7) + (1R,2R)-(-)-2-amino-1-(4-aminophenyl)-1,3-propanediol (2663-91-4,50961-68-7,140694-66-2,16088-09-8) → N-((1R,2R)-1-(4-aminophenyl)-1,3-dihydroxypropan-2-yl)-2,2-dichloroacetamide (7411-64-5,17364-04-4,19443-08-4,54933-25-4,140694-67-3)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2012.06.036

Reference yield:

chloramphenicol (56-75-7,85666-84-8) → D-threo-1-p-aminophenyl-2-dichloroacetamidopropane-1,3-diol (17364-04-4)

Guidance literature:

With sodium carbonate; In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate;

upstream raw materials:

chloramphenicol

dichloroacethyl chloride

(1R,2R)-(-)-2-amino-1-(4-aminophenyl)-1,3-propanediol

dichloroacetic acid methyl ester

Downstream raw materials:

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-hydroxy-phenyl)-propane-1,3-diol

(1R,2R)-1-(4-acetylamino-phenyl)-2-(2,2-dichloro-acetylamino)-propane-1,3-diol

(1R,2R)-2-(2,2-dichloro-acetylamino)-1-(4-phenylazo-phenyl)-propane-1,3-diol

chloramphenicol

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