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

HRID 866488

반응식

HRID 866488 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

반응 조건

온도
15 °C

실험 절차

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%.

후처리

  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

출처 및 근거

ORD 기록
ord-c2f494f9b56c4c209ba7eec1f8842a1e
출처 데이터셋
uspto-grants-1978_07
특허 번호
US04099008

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