Benzenecarboximidoyl chloride, N-hydroxy-2-(trifluoromethoxy)-, [C(Z)]- synthesis

2synthesis methods

Product Name:Benzenecarboximidoyl chloride, N-hydroxy-2-(trifluoromethoxy)-, [C(Z)]-
CAS Number:1383740-01-9
Molecular formula:C8H5ClF3NO2
Molecular Weight:239.58

1383740-00-8 Synthesis

Benzaldehyde, 2-(trifluoromethoxy)-, oxime, [C(E)]-

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Benzenecarboximidoyl chloride, N-hydroxy-2-(trifluoromethoxy)-, [C(Z)]-

1383740-01-9
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Yield:1383740-01-9 92%

Reaction Conditions:

with N-chloro-succinimide in N,N-dimethyl-formamide at 20; for 1 h;

Steps:

1 (ZVN-hydroxy-2-(trifluoromethoxy) benzimidoyl chloride

N-chlorosuccinimide (12 g, 0.0901 mol) was slowly added to a solution of (E)-2- (trifluoromethoxy) benzaldehyde oxime (16.5 g, 0.0804 mol) in N, N-dimethylformamide (165 ml) at room temperature. After lh the solution was diluted with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous Na₂SQ₄, filtered and concentrated under reduced pressure to afford the titled compound (20 g, 92%) as a solid. 1H NMR (400 MHz, d⁶-DMSO): d 12.65 (s, 1H), 7.72-7.64 (m, 2H), 7.51- 7.49 (m, 2H).

References:

WO2020/33382,2020,A1 Location in patent:Page/Page column 32; 33

94651-33-9
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References