4-Chlorophenyl Isocyanate → 3,5-dichloro-N-[(4-chlorophenylamino)carbonyl]-4-pyridinecarboxamide

HRID 26193

반응식

HRID 26193 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:11])[C:7]=1[C:8]([NH2:10])=[O:9].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[O:21])=[CH:15][CH:14]=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:11])[C:7]=1[C:8]([NH:10][C:20]([NH:19][C:16]1[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=1)=[O:21])=[O:9]

참가 물질

4

반응물 2

HCID 76934-Chlorophenyl IsocyanateHCID 28029113,5-Dichloroisonicotinamide

생성물 1

HCID 213251143,5-dichloro-N-[(4-chlorophenylamino)carbonyl]-4-pyridinecarboxamide

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

A reaction vessel was charged with sixty-eight grams (0.36 mole) of 3,5-dichloro-4-pyridinecarboxamide, 55.5 grams (0.36 mole) of p-chlorophenyl isocyanate, and 1200 milliliters of xylene. The solution was heated under reflux with stirring for three hours. A small amount of impurity was removed by filtering the hot reaction mixture. On cooling in an ice water bath, a solid precipitated. The precipitated product was collected by suction filtration, washed with cold xylene and dried in a vacuum oven at about 70° C. The dried crude product was purified by recrystallization from 90 percent aqueous acetic acid. The yield was 81 grams (66 percent of theoretical) of white needles melting at 225°-227° C. Nuclear magnetic resonance spectral data confirmed the structure as being ##STR12##

후처리

  1. temperatureThe solution was heated
  2. temperatureunder reflux
  3. customA small amount of impurity was removed
  4. filtrationby filtering the hot reaction mixture
  5. temperatureOn cooling in an ice water bath
  6. customa solid precipitated
  7. filtrationThe precipitated product was collected by suction filtration
  8. washwashed with cold xylene
  9. customdried in a vacuum oven at about 70° C
  10. customThe dried crude product
  11. customwas purified by recrystallization from 90 percent aqueous acetic acid

출처 및 근거

ORD 기록
ord-2f12c5c348974c2395d0688146a80d43
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04148902

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