N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride

Base Information

• Chemical Name: N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride
• CAS No.: 74467-05-3
• Molecular Formula: C8H5ClF3NO
• Molecular Weight: 223.582
• DSSTox Substance ID: DTXSID50455081
• Mol file: 74467-05-3.mol

Synonyms:74467-05-3;N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride;(1Z)-N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride;(Z)-N-Hydroxy-4-(trifluoromethyl)-benzimidoyl chloride;(Z)-N-hydroxy-4-(trifluoromethyl)benzimidoyl chloride;SCHEMBL2117914;DTXSID50455081;YALQVNZAQRGNQE-QPEQYQDCSA-N;MFCD22575017;N-Hydroxy-4-(trifluoromethyl)benzimidoylchloride;A922932;(Z)-N-hydroxy-4-(trifluoromethyl)benzimidoylchloride

Chemical Property of N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride

Chemical Property:

• PSA: 32.59000
• LogP: 3.08000
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 223.0011760
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

98.5% ^*data from raw suppliers

(Z)-N-Hydroxy-4-(trifluoromethyl)-benzimidoylchloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=NO)Cl)C(F)(F)F
• Isomeric SMILES: C1=CC(=CC=C1/C(=N/O)/Cl)C(F)(F)F

Technology Process of N-Hydroxy-4-(trifluoromethyl)benzimidoyl chloride

There total 3 articles about N-Hydroxy-4-(trifluoromethyl)benzimidoyl 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: 94.0%

4-(trifluoromethyl)benzaldehyde oxime (66046-34-2) → N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride (74467-05-3)

Guidance literature:

With hydrogenchloride; potassium peroxomonosulfate; In N,N-dimethyl-formamide; for 8h; Ambient temperature;

DOI:10.1021/jo00050a054

Reference yield:

(E)-4-(trifluoromethyl)benzaldoxime (16939-49-4,24652-60-6,66046-34-2) → N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride (74467-05-3)

Guidance literature:

With N-chloro-succinimide; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 1h;

DOI:10.1016/j.tetlet.2016.11.023

Reference yield:

4-Trifluoromethylbenzaldehyde (455-19-6) → N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride (74467-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride

2: N-chlorosuccinimide; pyridine / 1,1,2-trichloro-ethane / 30 h / 50 °C

With pyridine; N-chloro-succinimide; hydroxylamine hydrochloride; In 1,1,2-trichloroethane;

DOI:10.1002/mrc.1860

upstream raw materials:

4-(trifluoromethyl)benzaldehyde oxime

4-Trifluoromethylbenzaldehyde

(E)-4-(trifluoromethyl)benzaldoxime

Downstream raw materials:

2-Benzyl-3-[2-[(E)-hydroxyimino]-2-(4-trifluoromethyl-phenyl)-eth-(E)-ylidene]-2,3-dihydro-isoindol-1-one

2-(phenylmethyl)-3'-<4-(trifluoromethyl)phenyl>spiro<1H-isoindole-1,5'(4'H)-isoxazol>-3(2H)-one

2-Methoxy-N-(4-trifluoromethyl-phenyl)-benzamide

ethyl 3-(4-trifluoromethylphenyl)isoxazole-4-carboxylate

Refernces

• 1、 Ur Rasool, Javeed,Sawhney, Gifty,Shaikh, Majeed,Nalli, Yedukondalu,Madishetti, Sreedhar,Ahmed, Zabeer,Ali, Asif. "Site selective synthesis and anti-inflammatory evaluation of Spiro-isoxazoline stitched adducts of arteannuin B". . . Retrieved 2021/10/16.
• 2、 ?vajger, Urban,Bratkovi?, Toma?,Dol?ak, Ana,Gobec, Stanislav,Mlinari?, Larisa,Ogorevc, Eva,Sova, Matej. "Novel selective ido1 inhibitors with isoxazolo[5,4-d]pyrimidin-4(5h)-one scaffold". . . Retrieved 2021/04/02.