N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide

Base Information

• Chemical Name: N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide
• CAS No.: 17122-58-6
• Molecular Formula: C8H6 Cl2 N2 O2
• Molecular Weight: 233.054
• Hs Code.: 2928000090
• European Community (EC) Number: 653-751-7
• NSC Number: 157338
• Mol file: 17122-58-6.mol

Synonyms:17122-58-6;N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide;(2E)-N-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide;Acetamide,N-(2,5-dichlorophenyl)-2-(hydroxyimino)-;N-(2,5-dichlorophenyl)-2-(hydroxyimino)acetamide;NSC157338;N-(2,5-dichlorophenyl)-2-(N-hydroxyimino)acetamide;HMS562E14;2/',5/'-Dichloroglyoxylanilide oxime;AKOS022181152;NSC-157338;2',5'-DICHLOROGLYOXYLANILIDE OXIME

Chemical Property of N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide

Chemical Property:

• Melting Point: 166-168 °C
• Boiling Point: °Cat760mmHg
• PKA: 8.43±0.10(Predicted)
• Flash Point: °C
• PSA: 61.69000
• Density: 1.49g/cm³
• LogP: 2.46490
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 231.9806328
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

98%min ^*data from raw suppliers

2',5'-DICHLOROGLYOXYLANILIDE OXIME Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)NC(=O)C=NO)Cl
• Isomeric SMILES: C1=CC(=C(C=C1Cl)NC(=O)/C=N/O)Cl

Technology Process of N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide

There total 4 articles about N1-(2,5-dichlorophenyl)-2-hydroxyiminoacetamide 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: 87.0%

2,5 dichloroaniline (95-82-9) + chloral hydrate (302-17-0) → N-(2,5-dichlorophenyl)-2-(hydroxyimino)acetamide (17122-58-6)

Guidance literature:

With hydrogenchloride; hydroxylamine hydrochloride; sodium sulfate; In ethanol; water; at 55 ℃; for 12h;

DOI:10.1021/jo501402n

Reference yield:

acetic acid acetoxy-(2,5-dichloro-phenylcarbamoyl)-methyl ester → N-(2,5-dichlorophenyl)-2-(hydroxyimino)acetamide (17122-58-6)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; water; for 2h; Heating;

DOI:10.1016/j.tetlet.2005.10.046

Reference yield:

2,5 dichloroaniline (95-82-9) → N-(2,5-dichlorophenyl)-2-(hydroxyimino)acetamide (17122-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: KHCO₃ / CH₂Cl₂ / -10 - 20 °C

2: hydroxylamine hydrochloride / ethanol; H₂O / 2 h / Heating

With hydroxylamine hydrochloride; potassium hydrogencarbonate; In ethanol; dichloromethane; water;

DOI:10.1016/j.tetlet.2005.10.046

upstream raw materials:

2,5 dichloroaniline

chloral hydrate

Downstream raw materials:

3,6-dichloroanthranilic acid

4,7-dichloroisatin

Refernces

• 1、 Chang, Ning-Hui,Chen, Xi-Chao,Nonobe, Hikaru,Okuda, Yasuhiro,Mori, Hiroki,Nakajima, Kiyohiko,Nishihara, Yasushi. "Synthesis of substituted picenes through Pd-catalyzed cross-coupling reaction/annulation sequences and their physicochemical properties". supporting information. p. 3558 - 3561. Retrieved 2013/08/23.