{4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic acid

Base Information

• Chemical Name: {4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic acid
• CAS No.: 56355-26-1
• Molecular Formula: C₁₂H₁₂N₂O₂S
• Molecular Weight: 248.305
• DSSTox Substance ID: DTXSID90509794
• Wikidata: Q82367659
• Mol file: 56355-26-1.mol

Synonyms:56355-26-1;{4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic acid;SCHEMBL11586604;DTXSID90509794

Chemical Property of {4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic acid

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 248.06194880
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1=CC=C(C=C1)CC(=O)O)C2=NC=CS2

Technology Process of {4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic acid

There total 7 articles about {4-[Methyl(1,3-thiazol-2-yl)amino]phenyl}acetic 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:

[4-(1-Methyl-thioureido)-phenyl]-acetic acid ethyl ester + chloroacetaldehyde diethyl acetal (621-62-5) → [4-(methyl-thiazol-2-yl-amino)-phenyl]-acetic acid (56355-26-1)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 90 - 95 ℃; for 6h; Yield given;

DOI:10.1248/cpb.31.3424

Reference yield:

N-methyl-4-ethoxycarbonylmethylaniline (68787-97-3) → [4-(methyl-thiazol-2-yl-amino)-phenyl]-acetic acid (56355-26-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NH₄SCN / acetone / 1 h / Ambient temperature

2: K₂CO₃ / methanol; H₂O / 9 h / Heating

3: 20percent HCl / aq. propan-2-ol / 6 h / 90 - 95 °C

With hydrogenchloride; ammonium thiocyanate; potassium carbonate; In methanol; water; isopropyl alcohol; acetone;

DOI:10.1248/cpb.31.3424

Reference yield:

ethyl (4-amino-3,5-dibromophenyl)acetate (5438-70-0) → [4-(methyl-thiazol-2-yl-amino)-phenyl]-acetic acid (56355-26-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 97 percent / CH₂Cl₂ / 1 h / Ambient temperature

2: K₂CO₃ / dimethylformamide / 3 h / Ambient temperature

3: metallic sodium/abs. ethanol / 0.5 h / Ambient temperature

4: 97 percent / NH₄SCN / acetone / 1 h / Ambient temperature

5: K₂CO₃ / methanol; H₂O / 9 h / Heating

6: 20percent HCl / aq. propan-2-ol / 6 h / 90 - 95 °C

With hydrogenchloride; ethanol; ammonium thiocyanate; sodium; potassium carbonate; In methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone;

DOI:10.1248/cpb.31.3424

upstream raw materials:

chloroacetaldehyde diethyl acetal

N-methyl-4-ethoxycarbonylmethylaniline

ethyl (4-amino-3,5-dibromophenyl)acetate

ethyl 4-<(trifluoroacetyl)amino>benzeneacetate