2-Chloroethyl isocyanate → alpha-[N-(2-chloroethyl)ureido]benzylphosphonic acid diethyl ester

HRID 1285324ノート

反応式

HRID 1285324 の反応式
[CH2:1]([O:3][P:4]([CH:9](N)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[Cl:17][CH2:18][CH2:19][N:20]=[C:21]=[O:22].[NH2:23]P(=O)([O-])[O-]>C(Cl)(Cl)Cl>[CH2:6]([O:5][P:4]([CH:9]([N:20]([CH2:19][CH2:18][Cl:17])[C:21]([NH2:23])=[O:22])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

参加物

5

反応物 3

HCID 160352-Chloroethyl isocyanateHCID 211207Phosphoramidic acid, ion(2-)HCID 419299Diethyl amino(phenyl)methylphosphonate

生成物 1

HCID 53798997alpha-[N-(2-chloroethyl)ureido]benzylphosphonic acid diethyl ester収率 85%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
10 °C

実験手順

A solution of 0.05 mol of α-aminobenzylphosphonic acid diethyl ester in 30 ml of chloroform is cooled to 0° C. in an ice-bath and then a large excess (0.06 mol) of β-chloroethyl isocyanate is added. The temperature of the reaction is then maintained at 10° C. while continuing stirring until the reaction is complete. (Examination by thin layer chromatography is used to ascertain that the starting aminophosphonate has disappeared completely. After evaporation of the solvent under reduced pressure, the crystalline residue is taken up in ether and filtered, yielding 14.8 g of crystals. Yield: 85%; m.p.=82° C.

後処理

  1. customAfter evaporation of the solvent under reduced pressure
  2. filtrationfiltered

出典と根拠

ORDレコード
ord-0cf852b59ea6435d8966c57c256c5a66
出典データセット
uspto-grants-1986_01
特許番号
US04567169

反応ノート

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