Ammonia → HCID 178420756, 화합물

HRID 1723143노트

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HRID 1723143 반응식
[N:1]1([CH2:6][C:7]2[CH:8]=[C:9]([NH2:14])[C:10]([NH2:13])=[CH:11][CH:12]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.Cl.[CH:16]1([C:19](=N)OCC)[CH2:18][CH2:17]1.C(O)C.N>CO>[CH:16]1([C:19]2[NH:13][C:10]3[CH:11]=[CH:12][C:7]([CH2:6][N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)=[CH:8][C:9]=3[N:14]=2)[CH2:18][CH2:17]1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 702EthanolHCID 145184334-(1H-imidazol-1-ylmethyl)-1,2-benzenediamineHCID 20026660Ethyl cyclopropanecarboximidate hydrochloride

생성물 1

HCID 178420756HCID 178420756, 화합물수율 61.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 3.3 parts of 4-(1H-imidazol-1-ylmethyl)-1,2-benzenediamine, 2.88 parts of ethyl cyclopropanecarboximidate hydrochloride and 64 parts of ethanol was stirred first for 4 hours at room temperature and further for 1 hour at reflux. The reaction mixture was cooled, treated with methanol, saturated with ammonia, and evaporated. The residue was purified twice by column chromatography over silica gel using first a mixture of trichloromethane and methanol (90:10 by volume) and then a mixture of trichloromethane and methanol (92:8 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was crystallized from ethyl acetate, yielding 2.57 parts (61.6%) of 2-cyclopropyl-5-(1H-imidazol-1-ylmethyl)-1H-benzimidazole; mp. 184.3° C. (compound 168).

후처리

  1. temperatureat reflux
  2. temperatureThe reaction mixture was cooled
  3. customevaporated
  4. customThe residue was purified twice by column chromatography over silica gel using first
  5. additiona mixture of trichloromethane and methanol (90:10 by volume)
  6. additiona mixture of trichloromethane and methanol (92:8 by volume) as eluent
  7. customThe pure fractions were collected
  8. customthe eluent was evaporated
  9. customThe residue was crystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-1895c81642d643c19a920bd059f0cbcd
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859684

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