Water → Benzoylaminomethanephosphonic acid

HRID 466300

反応式

HRID 466300 の反応式
O=P[O:3][P:4]=[O:5].O[CH2:7][NH:8][C:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH2:17]>O1CCCC1>[C:9]([NH:8][CH2:7][P:4]([OH:5])(=[O:17])[OH:3])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

5

反応物 3

HCID 962WaterHCID 14810Phosphorus trioxideHCID 80493N-(hydroxymethyl)benzamide

生成物 1

HCID 10443251Benzoylaminomethanephosphonic acid収率 132.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

11 g (0.1 mol) of diphosphorus trioxide (P2O3) were dissolved in 70 ml of tetrahydrofuran and the solution was cooled to 5° C. 30.2 g (0.2 mol) of N-hydroxymethylbenzamide were then added in portions at 5°-10° C. in the course of 30 minutes with stirring and under a nitrogen atmosphere. The mixture was then allowed to come to room temperature with stirring and was then heated to reflux for 2 hours; a clear solution was not formed in this case. After cooling to room temperature, 4.5 g (0.25 mol) of water were added dropwise at 30°-40° C. and the mixture was then heated to reflux for 1 hour. It was then cooled, additionally stirred and filtered with suction. 28.5 g of benzoylaminomethanephosphonic acid having a melting point of 171° to 173° C. were obtained. A further 5 g were isolated from the mother liquor. Altogether, 33.5 g (78% of theory) of product were thus obtained.

後処理

  1. customto come to room temperature
  2. stirringwith stirring
  3. temperaturewas then heated
  4. temperatureto reflux for 2 hours
  5. customa clear solution was not formed in this case
  6. temperatureAfter cooling to room temperature
  7. temperaturethe mixture was then heated
  8. temperatureto reflux for 1 hour
  9. temperatureIt was then cooled
  10. stirringadditionally stirred
  11. filtrationfiltered with suction

出典と根拠

ORDレコード
ord-0d7cb84140024d548a7036ce74597bae
出典データセット
uspto-grants-1992_10
特許番号
US05155257

関連ノート

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