Hydrochloric Acid → 1,3-dihydro-1-(3-hydroxypropyl)-5-(trifluoromethyl)-2H-benzimidazol-2-one

HRID 46843

반응식

HRID 46843 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[NH:12][CH2:13][CH2:14][CH2:15][OH:16].Cl.[O-:18][C:19]#N.[K+]>O>[OH:16][CH2:15][CH2:14][CH2:13][N:12]1[C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:10])([F:11])[F:9])=[CH:7][C:2]=2[NH:1][C:19]1=[O:18]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 11378442Potassium cyanateHCID 203855523-{[2-Amino-4-(trifluoromethyl)phenyl]amino}-1-propanol

생성물 1

HCID 203856341,3-dihydro-1-(3-hydroxypropyl)-5-(trifluoromethyl)-2H-benzimidazol-2-one수율 34%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

To a stirred mixture of 21 parts of 3-{[2-amino-4-(trifluoromethyl)phenyl]amino}-1-propanol and 100 parts of water are added 14.4 parts of hydrochloric acid solution. The whole is stirred for 10 minutes at room temperature. After cooling to 0°-10° C., there is added dropwise a solution of 18 parts of potassium cyanate in 50 parts of water. Upon completion, stirring is continued for 2 hours. The precipitated product is filtered off and dried. Then it is melted and the melt is stirred for 10 minutes. After cooling, it is dissolved in trichloromethane while heating. The solution is filtered and the product is allowed to crystallize from the filtrate. It is filtered off and dried, yielding 8 parts (34%) of 1,3-dihydro-1-(3-hydroxypropyl)-5-(trifluoromethyl)-2H-benzimidazol-2-one.

후처리

  1. temperatureAfter cooling to 0°-10° C.
  2. stirringUpon completion, stirring
  3. waitis continued for 2 hours
  4. filtrationThe precipitated product is filtered off
  5. customdried
  6. stirringthe melt is stirred for 10 minutes
  7. temperatureAfter cooling
  8. dissolutionit is dissolved in trichloromethane
  9. temperaturewhile heating
  10. filtrationThe solution is filtered
  11. customto crystallize from the filtrate
  12. filtrationIt is filtered off
  13. customdried

출처 및 근거

ORD 기록
ord-c7824292522f4497a8640ecf1cdb2402
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175129

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