Formaldehyde → 6-Chloro-1-ethyl-2-methyl-7-methylamino-5-trifluoromethylbenzimidazole

HRID 1075727노트

반응식

HRID 1075727 반응식
[NH2:1][C:2]1[C:7]2[N:8]([CH2:12][CH3:13])[C:9]([CH3:11])=[N:10][C:6]=2[CH:5]=[C:4]([C:14]([F:17])([F:16])[F:15])[C:3]=1[Cl:18].OS(O)(=O)=O.[CH2:24]=O.[NH4+].[OH-]>>[Cl:18][C:3]1[C:4]([C:14]([F:16])([F:17])[F:15])=[CH:5][C:6]2[N:10]=[C:9]([CH3:11])[N:8]([CH2:12][CH3:13])[C:7]=2[C:2]=1[NH:1][CH3:24]

참가 물질

5

반응물 4

HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 142814196-Chloro-1-ethyl-2-methyl-5-(trifluoromethyl)-1H-benzimidazol-7-amine

생성물 1

HCID 215406016-Chloro-1-ethyl-2-methyl-7-methylamino-5-trifluoromethylbenzimidazole수율 73.3%

실험 절차

To 1.0g. of 7-amino-6-chloro-1-ethyl-2-methyl-5-trifluoromethylbenzimidazole (Example IV) dissolved in 10 ml. of concentrated H2SO4 was added 1.0g. of paraformaldehyde. The resultant mixture was stirred at 80°C. for 2 hours and then poured onto ice. The resultant brown solution was made basic by addition of concentrated NH4OH, precipitating a light brown solid. The mixture was extracted with chloroform and the chloroform extracts washed with water and dried over Na2SO4. After removal of the chloroform by evaporation, the residue was extracted with hexane and the hexane extract distilled to dryness. The solid residue was recrystallized from hexane to give 0.77g. (73.3%) of the desired product, m.p. 116.5°-119°C.

후처리

  1. additionpoured onto ice
  2. customprecipitating a light brown solid
  3. extractionThe mixture was extracted with chloroform
  4. washthe chloroform extracts washed with water
  5. dry with materialdried over Na2SO4
  6. customAfter removal of the chloroform
  7. customby evaporation
  8. extractionthe residue was extracted with hexane
  9. extractionthe hexane extract
  10. distillationdistilled to dryness
  11. customThe solid residue was recrystallized from hexane
  12. customto give 0.77g

출처 및 근거

ORD 기록
ord-9fd6e9933156497cab8477bb0f19bbc1
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03954438

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