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

HRID 372849ノート

反応式

HRID 372849 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

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 crystallised from ether, whereby [o-(2,6-dichloroanilino)-phenyl]-acetohydroxamic acid is obtained, M.P. 164° - 165°.

後処理

  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 crystallised from ether

出典と根拠

ORDレコード
ord-462c0c2d255d450dbcbcb911da4ffaa3
出典データセット
uspto-grants-1978_05
特許番号
US04092430

反応ノート

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