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Trimethyl orthoformate → HCID 178420194, 화합물

HRID 1723139
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HRID 1723139 반응식
[N:1]1([CH:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[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.[CH3:21]OC(OC)OC>C(O)(=O)C>[N:1]1([CH:6]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:7]2[CH:12]=[CH:11][C:10]3[NH:13][CH:21]=[N:14][C:9]=3[CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 9005Trimethyl orthoformateHCID 14990928HCID 14990928, 화합물

생성물 1

HCID 178420194HCID 178420194, 화합물수율 65%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 2.64 parts of 4-[(1H-imidazol-1-yl)phenylmethyl]-1,2-benzenediamine, 50 parts of trimethoxymethane and 1.2 parts of acetic acid was stirred and refluxed for 8 hours. The reaction mixture was evaporated in vacuo. The residue was dissolved in dilute hydrochloric acid. The solution was treated with ammonia and the product was extracted with dichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane, methanol and methanol, saturated with ammonia, (90:5:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The solid residue was washed with 2-propanone, yielding 1.8 parts (65%) of 5-[(1H-imidazol-1-yl)phenylmethyl]-1H-benzimidazole; mp. 186.2° C. (compound 111).

후처리

  1. temperaturerefluxed for 8 hours
  2. customThe reaction mixture was evaporated in vacuo
  3. dissolutionThe residue was dissolved in dilute hydrochloric acid
  4. additionThe solution was treated with ammonia
  5. extractionthe product was extracted with dichloromethane
  6. customThe extract was dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was purified by column chromatography over silica gel using
  10. additiona mixture of trichloromethane, methanol and methanol
  11. customThe pure fractions were collected
  12. customthe eluent was evaporated
  13. washThe solid residue was washed with 2-propanone

출처 및 근거

ORD 기록
ord-defaf82158d342ff84fb1b31cb7f1c5f
출처 데이터셋
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04859684

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