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Hydrochloric Acid → 6-Chloro-3-(4-hydroxyphenoxy)-2-pyrazinecarbonitrile

HRID 392331
ノート
印刷プレビュー

反応式

HRID 392331 の反応式
Cl[C:2]1[C:3]([C:9]#[N:10])=[N:4][C:5]([Cl:8])=[CH:6][N:7]=1.[C:11]1([CH:18]=[CH:17][C:15]([OH:16])=[CH:14][CH:13]=1)[OH:12].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.O.C(OCC)(=O)C>[Cl:8][C:5]1[N:4]=[C:3]([C:9]#[N:10])[C:2]([O:12][C:11]2[CH:18]=[CH:17][C:15]([OH:16])=[CH:14][CH:13]=2)=[N:7][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 785HydroquinoneHCID 11430Potassium CarbonateHCID 226628453,6-Dichloropyrazine-2-carbonitrile

生成物 1

HCID 226627696-Chloro-3-(4-hydroxyphenoxy)-2-pyrazinecarbonitrile収率 70.3%

試薬・触媒・溶媒 3

HCID 962Water溶媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

In 10 mL of dimethylformamide was dissolved 1.0 g of 3,6-dichloro-2-pyrazinecarbonitrile. After adding 0.7 g of hydroquinone and 1.74 g of potassium carbonate, the mixture thus obtained was stirred at room temperature for 30 minutes. The reaction mixture was poured into a mixture of 10 mL of ethyl acetate and 30 mL of water, pH was adjusted to 7 with 2 mol/L hydrochloric acid, and the organic layer was separated. The organic layer thus obtained was washed successively with water and saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=3:1] to obtain 1.0 g of 6-chloro-3-(4-hydroxyphenoxy)-2-pyrazinecarbonitrile as a yellow-colored solid product.

後処理

  1. customthe mixture thus obtained
  2. customthe organic layer was separated
  3. customThe organic layer thus obtained
  4. washwas washed successively with water and saturated aqueous solution of sodium chloride
  5. dry with materialdried on anhydrous magnesium sulfate
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=3:1]

出典と根拠

ORDレコード
ord-974bc07f7843422699d908abdc4765b6
出典データセット
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06800629B2

反応ノート

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