Water → 3-(3,5-Dichlorophenyl)-2,4-imidazolidinedione

HRID 866486

反応式

HRID 866486 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:16])[NH:11][CH2:12][C:13](O)=[O:14])[CH:5]=[C:6]([Cl:8])[CH:7]=1.S(=O)(=O)(O)O.N(CC(O)=O)C(N)=O.O>ClC1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[CH2:12][NH:11][C:10]2=[O:16])[CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 10020Hydantoic acidHCID 595293N-[[(3,5-dichlorophenyl)amino]carbonyl]glycine

生成物 1

HCID 1686913-(3,5-Dichlorophenyl)-2,4-imidazolidinedione収率 95.6%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒

反応条件

温度
15 °C

実験手順

To a suspension of 3-(3,5-dichlorophenyl)-ureidoacetic acid (813 g.) in chlorobenzene (3,500 cc.) is added concentrated sulphuric acid (d = 1.83) (16 cc.), representing 0.095 mol per mol of ureidoacetic acid. The water formed in the reaction is removed by azeotropic distillation. After 45 minutes' distillation, a limpid solution is obtained. After cooling to about 15° C, the precipitate formed is filtered off and washed on the filter with ethanol (500 cc.) at 10° C. After drying, 3-(3,5-dichlorophenyl)-hydantoin (724 g.) melting at 199° C is obtained. Yield: 95.4%.

後処理

  1. customis removed by azeotropic distillation
  2. distillationAfter 45 minutes' distillation
  3. customa limpid solution is obtained
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. washwashed on the
  7. filtrationfilter with ethanol (500 cc.) at 10° C
  8. customAfter drying

出典と根拠

ORDレコード
ord-be996351cfeb41cdad920d3b577d1ac0
出典データセット
uspto-grants-1978_07
特許番号
US04099008

関連ノート

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