(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Base Information

Chemical Name:(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine
CAS No.:1432511-64-2
Molecular Formula:C₁₁H₁₀F₃N₃O₃
Molecular Weight:289.214
Hs Code.:

Synonyms:(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

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Technology Process of (S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

There total 8 articles about (S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine 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: 86.0%

: 1432511-63-1
(S)-4-(difluoromethyl)-4-(2-fluorophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

: 1432511-64-2
(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: With sulfuric acid; nitric acid; trifluoroacetic acid; at 0 - 22 ℃; for 0.5h;
DOI:10.1021/jm400225m

Reference yield:

: 1262858-97-8
1-(5-bromo-2-fluorophenyl)-2,2-difluoroethanone

: 1432511-64-2
(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / 50 - 70 °C / Inert atmosphere

2.1: zinc; copper(l) chloride / tetrahydrofuran / 0.5 h / 50 °C / Inert atmosphere

2.2: -20 °C / Inert atmosphere

3.1: lithium borohydride / ethanol / 22 °C

4.1: hydrogenchloride / tetrahydrofuran; water / 22 °C

5.1: isopropyl alcohol / 80 - 95 °C / Sealed tube

6.1: sodium acetate; palladium 10% on activated carbon; hydrogen / methanol / 22 °C

7.1: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

With hydrogenchloride; titanium(IV) tetraethanolate; lithium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; sodium acetate; trifluoroacetic acid; copper(l) chloride; zinc; In tetrahydrofuran; methanol; ethanol; water; isopropyl alcohol; 2.2: |Reformatsky Reaction;
DOI:10.1021/jm400225m

Reference yield:

: 1396788-12-7
(S)-ethyl 3-(5-bromo-2-fluorophenyl)-3-((R)-1,1-dimethylethylsulfinamido)-4,4-difluorobutanoate

: 1432511-64-2
(S)-4-(difluoromethyl)-4-(2-fluoro-5-nitrophenyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1: lithium borohydride / ethanol / 22 °C

2: hydrogenchloride / tetrahydrofuran; water / 22 °C

3: isopropyl alcohol / 80 - 95 °C / Sealed tube

4: sodium acetate; palladium 10% on activated carbon; hydrogen / methanol / 22 °C

5: trifluoroacetic acid; sulfuric acid; nitric acid / 0.5 h / 0 - 22 °C

With hydrogenchloride; lithium borohydride; sulfuric acid; palladium 10% on activated carbon; hydrogen; nitric acid; sodium acetate; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; water; isopropyl alcohol;
DOI:10.1021/jm400225m