2'-Chloroacetoacetanilide

Base Information

• Chemical Name: 2'-Chloroacetoacetanilide
• CAS No.: 93-70-9
• Deprecated CAS: 1258964-42-9
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Hs Code.: 2924.29
• European Community (EC) Number: 202-269-1
• NSC Number: 3913
• UNII: 5KXO30B5F8
• DSSTox Substance ID: DTXSID9052630
• Nikkaji Number: J4.681G
• Wikidata: Q27895410
• Mol file: 93-70-9.mol

Synonyms:2'-Chloroacetoacetanilide;93-70-9;N-(2-Chlorophenyl)-3-oxobutanamide;AAoC;Butanamide, N-(2-chlorophenyl)-3-oxo-;o-Chloroacetoacetanilide;Acetoacet-o-chloroanilide;N-Acetoacetyl-2-chloroaniline;Acetoacetyl-o-chloroanilide;Acetoacetyl-2-chloroanilide;Acetoacet-o-chloranilide;o-Acetoacetochloroanilide;N-(2-Chlorophenyl)acetoacetamide;Acetoacet-o-chloroacetanilide;o-Acetoacetochloranilide;Acetoacetanilide, o-chloro-;ACETOACETANILIDE, 2'-CHLORO-;NSC 3913;3-Oxo-N-(2-chlorophenylbutanamide);Butaneamide, N-(2-chlorophenyl)-3-oxo-;EINECS 202-269-1;N-(2-Chlorophenyl)-3-oxo-butyramide;BRN 2212748;AI3-01927;5KXO30B5F8;Acetoacetic acid 2-chloroanilide;NSC-3913;EC 202-269-1;4-12-00-01133 (Beilstein Handbook Reference);2'-chloracetoacetanilid;Acetoacet-o-chloroamilide;Acetoacet o-Chloroanilide;Maybridge1_002473;UNII-5KXO30B5F8;DivK1c_001225;SCHEMBL300285;acetoacetic acid o-chloroanilide;DTXSID9052630;BFVHBHKMLIBQNN-UHFFFAOYSA-;HMS548I09;NSC3913;N-(2-Chlorophenyl)-3-oxobutyramide;BTB 13411;CCG-45974;MFCD00018224;STK397824;AKOS000313207;N-(2-Chlorophenyl)-3-oxobutanamide #;CDS1_000185;BUTANAMIDE, N-(2-CHLOROPHENYL)-3-OXO;F79758;12G-917;SR-01000635707-1;W-100230;Q27895410;Z56771094

Chemical Property of 2'-Chloroacetoacetanilide

Chemical Property:

• Appearance/Colour: White to off-white powder
• Vapor Pressure: 0-0.017Pa at 20-50℃
• Melting Point: 107 °C
• Refractive Index: 1.5790 (estimate)
• Boiling Point: 391.7 °C at 760 mmHg
• PKA: 10.87±0.46(Predicted)
• Flash Point: 190.7 °C
• PSA: 46.17000
• Density: 1.285 g/cm³
• LogP: 2.33060
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

2''-Chloroacetoacetanilide ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)NC1=CC=CC=C1Cl
• Physical Properties: 2'-Chloroacetoacetanilide is a white to off-white powder.
• Uses: 2'-Chloroacetoacetanilide is used as intermediate for the manufacture of organic pigments.

Technology Process of 2'-Chloroacetoacetanilide

There total 10 articles about 2'-Chloroacetoacetanilide 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: 90.0%

ethyl acetoacetate (141-97-9) + o-chloroaniline (95-51-2) → 3-oxo-N-2-chlorophenylbutanamide (93-70-9)

Guidance literature:

With potassium tert-butylate; In ethanol; at 20 ℃; for 0.5h;

Reference yield: 80.0%

2-acetoacetic acid (541-50-4) + o-chloroaniline (95-51-2) → 3-oxo-N-2-chlorophenylbutanamide (93-70-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Reflux;

DOI:10.1021/jo400541s

Reference yield: 63.0%

allyl acetoacetate (1118-84-9) + o-chloroaniline (95-51-2) → 3-oxo-N-2-chlorophenylbutanamide (93-70-9)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; In acetonitrile; at 80 ℃; for 12h; Sealed tube; Green chemistry;

DOI:10.1016/j.tetlet.2020.152535

upstream raw materials:

4-methyleneoxetan-2-one

o-chloroaniline

ethyl acetoacetate

Acetoacetylfluorid

Downstream raw materials:

2-Methyl-[1,8]naphthyridine-3-carboxylic acid (2-chloro-phenyl)-amide

4-(2-chlorophenylcarbamoyl)-6,6-bis(4-methylphenyl)-3-methyl-1,2-dioxan-3-ol

N-(2-Chloro-phenyl)-2-[1-(3-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyramide

N-(2-Chloro-phenyl)-2-[1-(4-nitro-phenyl)-meth-(E)-ylidene]-3-oxo-butyramide

Refernces

• 1、 Kabi, Arup K.,Gujjarappa, Raghuram,Vodnala, Nagaraju,Kaldhi, Dhananjaya,Tyagi, Ujjawal,Mukherjee, Kalisadhan,Malakar, Chandi C.. "HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst". supporting information. . Retrieved 2020/10/20.
• 2、 Khatri, Taslimahemad T.,Shah, Viresh H.. "Effective microwave synthesis of bioactive thieno[2,3-d]pyrimidines". . p. 3354 - 3358. Retrieved 2017/05/22.