4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

Base Information

Chemical Name:4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile
CAS No.:162268-79-3
Molecular Formula:C₁₇H₁₆ClN₃O₃
Molecular Weight:345.785
Hs Code.:

Synonyms:4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

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Chemical Property of 4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

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Technology Process of 4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

There total 10 articles about 4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile 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: 46.0%

: 57497-39-9
N-tertbutylhydroxylamine hydrochloride

: 162269-75-2
2-Chloro-5-hydroxy-4-(3-hydroxy-pyridine-2-carbonyl)-benzonitrile

: 162268-79-3
4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

Guidance literature:: With triethylamine; In ethanol; for 5h; Heating;
DOI:10.1248/cpb.45.1994

Reference yield:

: 162271-10-5
2-Bromo-3-(methoxymethoxy)pyridine

: 162268-79-3
4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / p-toluenesulfinate, NaH / tetrahydrofuran / 2 h / Heating

2: 96 percent / K₂CO₃, O₂ / H₂O; dimethylsulfoxide / 60 h / Ambient temperature

3: 25 percent / dimethylsulfoxide / 12 h / Ambient temperature

4: 99 percent / 1N H₂SO₄ / acetone / 5 h / Heating

5: 46 percent / Et₃N / ethanol / 5 h / Heating

With p-toluene sulfinic acid; sulfuric acid; oxygen; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; acetone;
DOI:10.1248/cpb.45.1994

Reference yield:

: 189283-52-1
5-chloro-4-fluoro-2-hydroxybenzoic acid

: 162268-79-3
4-[[(Z)-tert-Butoxyimino]-(3-hydroxy-pyridin-2-yl)-methyl]-2-chloro-5-hydroxy-benzonitrile

Guidance literature:: Multi-step reaction with 9 steps

1: K₂CO₃ / acetone / 5 h / Ambient temperature

2: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

3: Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

4: sodium iodide / dimethylsulfoxide / 10 h / Ambient temperature

5: 70 percent / p-toluenesulfinate, NaH / tetrahydrofuran / 2 h / Heating

6: 96 percent / K₂CO₃, O₂ / H₂O; dimethylsulfoxide / 60 h / Ambient temperature

7: 25 percent / dimethylsulfoxide / 12 h / Ambient temperature

8: 99 percent / 1N H₂SO₄ / acetone / 5 h / Heating

9: 46 percent / Et₃N / ethanol / 5 h / Heating

With lithium aluminium tetrahydride; p-toluene sulfinic acid; sulfuric acid; oxygen; sodium hydride; potassium carbonate; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1248/cpb.45.1994