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

HRID 866488

反応式

HRID 866488 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.C1(S(O)(=O)=O)C=CC=CC=1.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

5

反応物 3

HCID 962WaterHCID 7371Benzenesulfonic AcidHCID 595293N-[[(3,5-dichlorophenyl)amino]carbonyl]glycine

生成物 1

HCID 1686913-(3,5-Dichlorophenyl)-2,4-imidazolidinedione収率 90.6%

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 (26.3 g.) in chlorobenzene (180 cc.) is added benzenesulphonic acid (1.2 g. representing 0.068 mol per mol of ureidoacetic acid). The water formed in the reaction is removed by azeotropic distillation. After 30 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 (25 cc.) at 10° C. After drying, 3-(3,5-dichlorophenyl)-hydantoin (22.2 g.) melting at 199° C is obtained. Yield: 90.5%.

後処理

  1. customis removed by azeotropic distillation
  2. distillationAfter 30 minutes' distillation
  3. customa limpid solution is obtained
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. washwashed on the
  7. filtrationfilter with ethanol (25 cc.) at 10° C
  8. customAfter drying

出典と根拠

ORDレコード
ord-c2f494f9b56c4c209ba7eec1f8842a1e
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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