Pyridine → 4-(hydroxyiminomethyl)phenyl-N'-ethoxycarbonylmethylurea

HRID 1111004ノート

反応式

HRID 1111004 の反応式
[N-:1]=[C:2]=[O:3].[CH2:4]([O:6][C:7](=[O:10])[CH2:8][NH2:9])[CH3:5].[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.Cl.N[OH:19].C(OC)(OC)OC.[CH2:27]1COC[CH2:28]1>CO>[OH:19][N:11]=[CH:16][C:15]1[CH:28]=[CH:27][C:12]([NH:1][C:2]([NH:9][CH2:8][C:7]([O:6][CH2:4][CH3:5])=[O:10])=[O:3])=[CH:13][CH:14]=1

参加物

7

反応物 5

HCID 1049PyridineHCID 8028Tetrahydrofuran2 回HCID 9005Trimethyl orthoformateHCID 443297Hydroxyamine hydrochlorideHCID 86647037Ethyl 2-aminoacetate isocyanate

生成物 1

HCID 867443964-(hydroxyiminomethyl)phenyl-N'-ethoxycarbonylmethylurea

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 0.1 mol of p-aminobenzaldehyde ethylene glycol acetal in 100 mL of anhydrous THF is added dropwise over 10 minutes to a solution of 0.1 mol of glycine ethyl ester isocyanate and 0.35 mol pyridine in 100 mL THF at room temperature under N2. The reaction mixture is stirred at room temperature for 2 hours. After 2 hours the solvent is removed by rotary evaporator. A solution of 0.11 mmol hydroxylamine hydrochloride and 0.1 mol trimethyl orthoformate in CH3OH is added, and the reaction mixture is heated to reflux under N2 for 1 hour. The reaction mixture is reduced to about 1/4 volume by rotary evaporator, and water is added. The product, N-[4-(hydroxyiminomethyl)phenyl-N'-ethoxycarbonylmethylurea, is isolated by filtration and dried in vacuo.

後処理

  1. customAfter 2 hours the solvent is removed by rotary evaporator
  2. temperaturethe reaction mixture is heated
  3. temperatureto reflux under N2 for 1 hour
  4. customThe reaction mixture is reduced to about 1/4 volume by rotary evaporator, and water
  5. additionis added

出典と根拠

ORDレコード
ord-1f1f03d57a924e63abea84909cf176b6
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…