3-Fluoro-N-hydroxybenzimidoyl chloride

Base Information

• Chemical Name: 3-Fluoro-N-hydroxybenzimidoyl chloride
• CAS No.: 58606-42-1
• Molecular Formula: C7H5ClFNO
• Molecular Weight: 173.574
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID40557568
• Mol file: 58606-42-1.mol

Synonyms:58606-42-1;3-FLUORO-N-HYDROXYBENZIMIDOYL CHLORIDE;(Z)-3-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride;1431461-65-2;(1Z)-3-fluoro-N-hydroxybenzenecarboximidoyl chloride;3-fluoro-N-hydroxybenzene-1-carbonimidoyl chloride;1431461-64-1;SCHEMBL1777765;SCHEMBL1777767;DTXSID40557568;3-fluoro-N-hydroxybenzimidoylchloride;MFCD09831990;AKOS001824398;AS-38323;EN300-152573;3-Fluoro-N-hydroxybenzene-1-carboximidoyl chloride;F2163-0257

Chemical Property of 3-Fluoro-N-hydroxybenzimidoyl chloride

Chemical Property:

• PSA: 32.59000
• LogP: 2.20030
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.0043696
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98.5% ^*data from raw suppliers

3-Fluoro-N-hydroxybenzimidoylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Fluoro-N-hydroxybenzimidoyl chloride

There total 4 articles about 3-Fluoro-N-hydroxybenzimidoyl chloride 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: 96.0%

3-fluorobenzaldehyde oxime (458-02-6,154238-36-5) → N-hydroxy-3-fluoro-benzenecarboximidoyl chloride (58606-42-1)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1002/anie.202004747

Reference yield: 94.0%

→ N-hydroxy-3-fluoro-benzenecarboximidoyl chloride (58606-42-1)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; for 15h;

Reference yield:

3-Fluorobenzaldehyde (456-48-4) → N-hydroxy-3-fluoro-benzenecarboximidoyl chloride (58606-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NH₂OH*HCl; AcONa / ethanol / 12 h

2: N-chlorosuccinimide; pyridine / CHCl₃; tetrahydrofuran / 2 h

With pyridine; N-chloro-succinimide; hydroxylamine hydrochloride; sodium acetate; In tetrahydrofuran; ethanol; chloroform;

DOI:10.1016/S0960-894X(03)00130-6

upstream raw materials:

3-fluoro-benzaldehyde seqtrans-oxime

3-fluorobenzaldehyde oxime

3-Fluorobenzaldehyde

Downstream raw materials:

methyl 5-(chlorodifluoromethyl)-3-(3-fluorophenyl)-4-isoxazolecarboxylate

3-fluoro-benzonitrile N-oxide

Refernces

• 1、 Umm-E-Farwa,Ullah, Saeed,Khan, Maria Aqeel,Zafar, Humaira,Atia-tul-Wahab,Younus, Munisaa,Choudhary, M. Iqbal,Basha, Fatima Z.. "Dibenzazepine-linked isoxazoles: New and potent class of α-glucosidase inhibitors". supporting information. . Retrieved 2021/05/10.
• 2、 -. "Triazole alcohol derivative as well as preparation method and application thereof". Paragraph 0147; 0149. . Retrieved 2020/03/11.