Ethyl 4-amino-2,6-difluorobenzoate

Base Information

• Chemical Name: Ethyl 4-amino-2,6-difluorobenzoate
• CAS No.: 191469-36-0
• Molecular Formula: C9H9 F2 N O2
• Molecular Weight: 201.173
• Hs Code.: 2922498590
• European Community (EC) Number: 642-746-5
• Mol file: 191469-36-0.mol

Synonyms:Ethyl 4-amino-2,6-difluorobenzoate;191469-36-0;MFCD11973735;Benzoic acid, 4-amino-2,6-difluoro-, ethyl ester (9CI);ethyl 2,6-difluoro-4-aminobenzoate;SCHEMBL1457528;UNWQLHONIWEPMU-UHFFFAOYSA-N;BBL102430;STL556232;AKOS016015704;MS-20438;SY023577;EN300-5327283;AU-004/43508062

Chemical Property of Ethyl 4-amino-2,6-difluorobenzoate

Chemical Property:

• Boiling Point: 317.6±42.0 °C(Predicted)
• PKA: 0.47±0.10(Predicted)
• PSA: 52.32000
• Density: 1.301±0.06 g/cm3(Predicted)
• LogP: 2.30490
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 201.06013485
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-amino-2,6-difluorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1F)N)F

Technology Process of Ethyl 4-amino-2,6-difluorobenzoate

There total 3 articles about Ethyl 4-amino-2,6-difluorobenzoate 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:

4-Azido-2,6-difluoro-benzoic acid ethyl ester (1025892-41-4) → ethyl 2,6-difluoro-4-aminobenzoate (191469-36-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 6h; Yield given;

DOI:10.1021/jm9603532

Reference yield:

2,4,6-trifluorobenzoyl chloride (79538-29-7) → ethyl 2,6-difluoro-4-aminobenzoate (191469-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N

2: NaN₃ / acetonitrile; H₂O / 72 h / 80 °C

3: H₂ / Pd/C / ethyl acetate / 6 h

With sodium azide; hydrogen; triethylamine; palladium on activated charcoal; In water; ethyl acetate; acetonitrile;

DOI:10.1021/jm9603532

Reference yield:

ethyl 2,4,6-trifluorobenzoate (773134-91-1) → ethyl 2,6-difluoro-4-aminobenzoate (191469-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaN₃ / acetonitrile; H₂O / 72 h / 80 °C

2: H₂ / Pd/C / ethyl acetate / 6 h

With sodium azide; hydrogen; palladium on activated charcoal; In water; ethyl acetate; acetonitrile;

DOI:10.1021/jm9603532

upstream raw materials:

4-Azido-2,6-difluoro-benzoic acid ethyl ester

2,4,6-trifluorobenzoyl chloride

ethyl 2,4,6-trifluorobenzoate

Downstream raw materials:

2,6-difluoro-4-[(3-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoic acid ethyl ester

benzyl 4-amino-2,6-difluorobenzoate

4-amino-2,6-difluorobenzoic acid

2,6-difluoro-4-[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-benzoic acid ethyl ester

Refernces