Hydrochloric Acid → 3-(4-Methoxyphenyl)pyrazin-2(1H)-one

HRID 441723ノート

反応式

HRID 441723 の反応式
CO[C:3]1[CH:8]=[CH:7][C:6]([NH:9][CH2:10][C:11]([NH2:13])=O)=[CH:5]C=1.[CH:14]([CH:16]=O)=O.[OH-:18].[Na+].Cl.[C:21](=O)(O)[O-].[Na+].[CH3:26][OH:27]>>[OH:18][C:5]1[C:6]([C:7]2[CH:8]=[CH:3][C:26]([O:27][CH3:21])=[CH:16][CH:14]=2)=[N:9][CH:10]=[CH:11][N:13]=1

参加物

7

反応物 6

HCID 313Hydrochloric AcidHCID 887Methanol2 回HCID 7860GlyoxalHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 17606842HCID 17606842、化合物

生成物 1

HCID 1784889683-(4-Methoxyphenyl)pyrazin-2(1H)-one

実験手順

p-Methoxyphenyl glycinamide (0.10 mole) in 125 ml. Methanol cooled to -30° C. is treated with a solution of 19.3 g. (0.10 ml.) of 30% glyoxal in 25 ml. methanol also precooled to -30° C. The mixture is stirred and added dropwise during 15-30 minutes to 10 ml (0.125 mole) of 12.5 N aqueous sodium hydroxide, the temperature of the reaction mixture being held at -20° to 15° C. during this addition. The mixture is refrigerated 1-2 hours at -10° C., then 1 hour at -2° to 3° C., whereupon there is added 12 N HCl followed by 5 g. solid sodium bicarbonate to neutralize any excess acid. The solution then is evaporated to dryness and the residue extracted with chloroform. The extracts are evaporated and the product crystallized from a suitable solvent mixture, i.e. chloroform-methanol to give 2-hydroxy-3-p-methoxyphenylpyrazine.

後処理

  1. additionis treated with a solution of 19.3 g
  2. customalso precooled to -30° C
  3. additionthe temperature of the reaction mixture being held at -20° to 15° C. during this addition
  4. customThe solution then is evaporated to dryness
  5. extractionthe residue extracted with chloroform
  6. customThe extracts are evaporated
  7. customthe product crystallized from a suitable solvent mixture, i.e. chloroform-methanol

出典と根拠

ORDレコード
ord-2ca8aaceaf11487cbf21873fd0bcf0ef
出典データセット
uspto-grants-1977_08
特許番号
US04042586

反応ノート

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