Hydrochloric Acid → 2-(6-Formamidopyridin-2-yl)-2-propoxyiminoacetic acid

HRID 2286659노트

반응식

HRID 2286659 반응식
C(NC1N=C(C(=O)C(SC)=O)C=CC=1)=O.[OH-].[Na+].[CH:18]([NH:20][C:21]1[N:26]=[C:25]([C:27](=O)[C:28]([OH:30])=[O:29])[CH:24]=[CH:23][CH:22]=1)=[O:19].Cl.[CH2:33]([O:36][NH2:37])[CH2:34][CH3:35].Cl>CO>[CH:18]([NH:20][C:21]1[N:26]=[C:25]([C:27](=[N:37][O:36][CH2:33][CH2:34][CH3:35])[C:28]([OH:30])=[O:29])[CH:24]=[CH:23][CH:22]=1)=[O:19]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12283955O-propylhydroxylamine hydrochlorideHCID 13060226S-methyl 2-(6-formamidopyridin-2-yl)thioglyoxylateHCID 197901652-(6-Formamidopyridin-2-yl)glyoxylic acid

생성물 1

HCID 536647912-(6-Formamidopyridin-2-yl)-2-propoxyiminoacetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of S-methyl 2-(6-formamidopyridin-2-yl)thioglyoxylate (4.48 g.), methanol (20 ml.) and 1 N aqueous solution of sodium hydroxide (20 ml.) was stirred for 50 minutes at ambient temperature to give a solution containing 2-(6-formamidopyridin-2-yl)glyoxylic acid. To the solution was added O-propylhydroxylamine hydrochloride (2.23 g.), and the mixture was stirred for 35 minutes at the same temperature. The reaction mixture was adjusted to pH 7 with hydrochloric acid and the methanol was distilled off. The remaining aqueous mixture was washed with ethyl acetate, and ethyl acetate was added thereto and then adjusted to pH 1 with 10% hydrochloric acid. The ethyl acetate layer was separated, washed with water, dried over magnesium sulfate, treated with activated charcoal and then the solvent was distilled off. Thus obtained product was washed with a mixture of diethyl ether and diisopropyl ether and then dried to give 2-(6-formamidopyridin-2-yl)-2-propoxyiminoacetic acid (syn isomer) (1.76 g.), mp 140° to 142° C. (dec.).

후처리

  1. customto give a solution
  2. stirringthe mixture was stirred for 35 minutes at the same temperature
  3. distillationthe methanol was distilled off
  4. washThe remaining aqueous mixture was washed with ethyl acetate, and ethyl acetate
  5. additionwas added
  6. customThe ethyl acetate layer was separated
  7. washwashed with water
  8. dry with materialdried over magnesium sulfate
  9. additiontreated with activated charcoal
  10. distillationthe solvent was distilled off
  11. washThus obtained product was washed with a mixture of diethyl ether and diisopropyl ether
  12. customdried

출처 및 근거

ORD 기록
ord-7d34192ac8124b7398cfd11fc23da36b
출처 데이터셋
uspto-grants-1981_05
특허 번호
US04267176

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