Dimethylacetamide → 8-Benzyloxy-1,3,3-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione

HRID 1430410

반응식

HRID 1430410 반응식
[CH3:1][C:2]([CH3:9])([C:6](Cl)=[O:7])[C:3](Cl)=[O:4].CN(C)C(=O)C.Cl.[CH2:17]([O:24][C:25]1[CH:30]=[C:29]([NH:31][CH3:32])[C:28]([NH2:33])=[CH:27][CH:26]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O>[CH2:17]([O:24][C:25]1[CH:26]=[CH:27][C:28]2[NH:33][C:6](=[O:7])[C:2]([CH3:9])([CH3:1])[C:3](=[O:4])[N:31]([CH3:32])[C:29]=2[CH:30]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 31374DimethylacetamideHCID 4523180Dimethylmalonyl DichlorideHCID 679539765-benzyloxy-N1-methylbenzene-1,2-diamine hydrochloride

생성물 1

HCID 679541548-Benzyloxy-1,3,3-trimethyl-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione수율 83%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Under ice cooling, dimethylmalonic acid dichloride (9.9 mL, 74.9 mmol) was added dropwise to a N,N-dimethyl acetamide (90 mL) solution of 5-benzyloxy-N1-methylbenzene-1,2-diamine hydrochloride (18.0 g, 68.0 mmol). The mixture was stirred at the same temperature for 2.5 hours, and water (90 mL) was added thereto. The reaction solution was stirred at 10° C. or less for 30 minutes, and precipitated crystals were collected by filtration. The resulting crystals were washed with water, then added to methanol (180 mL), and heated under reflux. The mixture was cooled and stirred at 10° C. or less for 30 minutes, and precipitated crystals were collected by filtration. The resulting crystals were washed with methanol (36 mL), and dried at 60° C., thereby obtaining 18.3 g of a white, powdery target compound (yield: 83%).

후처리

  1. stirringThe reaction solution was stirred at 10° C. or less for 30 minutes
  2. customprecipitated crystals
  3. filtrationwere collected by filtration
  4. washThe resulting crystals were washed with water
  5. additionadded to methanol (180 mL)
  6. temperatureheated
  7. temperatureunder reflux
  8. temperatureThe mixture was cooled
  9. stirringstirred at 10° C. or less for 30 minutes
  10. customprecipitated crystals
  11. filtrationwere collected by filtration
  12. washThe resulting crystals were washed with methanol (36 mL)
  13. customdried at 60° C.

출처 및 근거

ORD 기록
ord-43f382f4fe15413ea4db9d3e3ae7daa2
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940889B2

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