Hydroxyamine hydrochloride → Propanediamide, N,N-diphenyl-N'-hydroxy-2-methyl-

HRID 28168ノート

反応式

HRID 28168 の反応式
[Na].CC[O-].[Na+].Cl.[NH2:7][OH:8].[C:9]1([N:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:16]([CH:18]([CH3:24])[C:19](OCC)=[O:20])=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CO>[C:9]1([N:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:16]([CH:18]([CH3:24])[C:19]([NH:7][OH:8])=[O:20])=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

6

反応物 4

HCID 443297Hydroxyamine hydrochlorideHCID 2723922Sodium ethoxide2 回HCID 5360545SodiumHCID 23339622HCID 23339622、化合物

生成物 1

HCID 3049613Propanediamide, N,N-diphenyl-N'-hydroxy-2-methyl-収率 68%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

4.9 g (0.125 gram atom) of sodium in small pieces are added to 50 ml of anhydrous methanol and 2/3 of the sodium ethylate solution thus obtained is used to neutralise a solution of 5.25 g (0.075 mol) of hydroxylamine hydrochloride in 50 ml of anhydrous methanol; 15 g (0.05 mol) of ethyl 2-(N,N-diphenylcarbamoyl)-propionate are then added, after which the remaining one-third of the sodium ethylate solution is added in the cold. The reactants are left in contact overnight at 50° C., the mixture is evaporated to dryness in vacuo, the residue is taken up in ether and the sodium salt is filtered off, dissolved in water and acidified with concentrated HCl. CRL 40,438 is obtained by filtering off, drying and recrystallising from acetonitrile. Melting point: 171°-172° C. Yield: 68%.

後処理

  1. customthus obtained
  2. customthe mixture is evaporated to dryness in vacuo
  3. filtrationthe sodium salt is filtered off
  4. dissolutiondissolved in water
  5. customCRL 40,438 is obtained
  6. filtrationby filtering off
  7. customdrying
  8. customrecrystallising from acetonitrile

出典と根拠

ORDレコード
ord-8a53af2d2a6649318decb8067f906162
出典データセット
uspto-grants-1980_09
特許番号
US04225617

反応ノート

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