Hydroxyamine hydrochloride → [o-(2,6-Dichloroanilino)-phenyl]-acetohydroxamic acid

HRID 46451노트

반응식

HRID 46451 반응식
[Na].Cl.N[OH:4].[Cl:5][C:6]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][C:16]([NH2:18])=[O:17]>CO>[Cl:5][C:6]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:7]=1[NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][C:16]([NH:18][OH:4])=[O:17]

참가 물질

5

반응물 3

HCID 443297Hydroxyamine hydrochlorideHCID 5360545SodiumHCID 203870792-[2-(2,6-Dichloroanilino)phenyl]acetamide

생성물 1

HCID 20300230[o-(2,6-Dichloroanilino)-phenyl]-acetohydroxamic acid

시약·촉매·용매 1

HCID 887Methanol용매3회

실험 절차

To a solution of 1.84 g of sodium in 80 ml of methanol is added, at 50°, a solution of 1.82 g of hydroxylamine hydrochloride in 30 ml of methanol. To the suspension is added, with stirring, a solution of 5.8 g of [o-(2,6-dichloroanilino)-phenyl]-acetamide (M.P. 188°-189°) in 80 ml of methanol, and the whole subsequently refluxed for 18 hours. After cooling, the red suspension is concentrated at 40° under 11 Torr to dryness. The residue is shaken with 600 ml of water and 100 ml of ether. The aqueous phase is separated and acidified with 2 N hydrochloric acid. The suspension is extracted with 200 ml of ether, the ether solution separated, washed with water, dried over magnesium sulphate, and concentrated at 40° under 11 Torr. The residue is crystallized from ether, whereby [o-(2,6-dichloroanilino)-phenyl]-acetohydroxamic acid is obtained, M.P. 164°-165°.

후처리

  1. additionTo the suspension is added
  2. temperatureAfter cooling
  3. concentrationthe red suspension is concentrated at 40° under 11 Torr to dryness
  4. stirringThe residue is shaken with 600 ml of water and 100 ml of ether
  5. customThe aqueous phase is separated
  6. extractionThe suspension is extracted with 200 ml of ether
  7. customthe ether solution separated
  8. washwashed with water
  9. dry with materialdried over magnesium sulphate
  10. concentrationconcentrated at 40° under 11 Torr
  11. customThe residue is crystallized from ether

출처 및 근거

ORD 기록
ord-94de997027694904b42dd88b9bb3fe59
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04173577

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