Trimethyl orthoformate → N-[4-(1-hydroxyiminoethyl)phenyl]-N'-allyloxycarbonylmethylurea

HRID 1111053ノート

反応式

HRID 1111053 の反応式
[CH2:1]([O:4][C:5](=[O:8])[CH2:6][NH2:7])[CH:2]=[CH2:3].[CH3:9][C:10]([C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[O:20])=[CH:14][CH:13]=1)=O.Cl.[NH2:22][OH:23].C(OC)(OC)OC>C1COCC1.N1C=CC=CC=1>[OH:23][N:22]=[C:10]([C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:19]([NH:7][CH2:6][C:5]([O:4][CH2:1][CH:2]=[CH2:3])=[O:8])=[O:20])=[CH:14][CH:13]=1)[CH3:9]

参加物

7

反応物 4

HCID 9005Trimethyl orthoformateHCID 994524-Acetylphenyl isocyanateHCID 108831Allyl glycinateHCID 443297Hydroxyamine hydrochloride

生成物 1

HCID 131716732N-[4-(1-hydroxyiminoethyl)phenyl]-N'-allyloxycarbonylmethylurea

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of 0.02 mol glycine allyl ester in 40 mL of THF is added dropwise to a solution of 0.02 mol of 4-isocyanatoacetophenone and 5 mL of pyridine in 40 mL of THF and the reaction mixture is stirred for 3 hours. The solvent is then removed by rotary evaporator. The residue is dispersed in 50 mL of CH3OH, and 0.022 mol of hydroxylamine hydrochloride and 0.06 mol of trimethyl orthoformate are added. The reaction mixture is heated to reflux for 1 hour. The solvent is removed by rotary evaporator to give the product, N-[4-(1-hydroxyiminoethyl)phenyl]-N'-allyloxycarbonylmethylurea.

後処理

  1. customThe solvent is then removed by rotary evaporator
  2. additionThe residue is dispersed in 50 mL of CH3OH
  3. temperatureThe reaction mixture is heated
  4. temperatureto reflux for 1 hour
  5. customThe solvent is removed by rotary evaporator

出典と根拠

ORDレコード
ord-2b73cd12e7f6451c8e70c0932770b2ce
出典データセット
uspto-grants-1990_12
特許番号
US04977272

反応ノート

読み込み中…