Dimethylcarbamoyl Chloride → 1,1-Dimethyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)urea

HRID 441566노트

반응식

HRID 441566 반응식
C(N(CC)CC)C.[O:8]=[C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]([NH2:19])[CH2:11][CH2:10]1.[CH3:20][N:21]([CH3:25])[C:22](Cl)=[O:23]>ClCCl>[CH3:20][N:21]([CH3:25])[C:22]([NH:19][CH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9](=[O:8])[CH2:10][CH2:11]1)=[O:23]

참가 물질

5

반응물 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 137386604-amino-3,4-dihydro-2H-naphthalen-1-one

생성물 1

HCID 203516891,1-Dimethyl-3-(1,2,3,4-tetrahydro-4-oxo-1-naphthyl)urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In 25 ml of dichloromethane containing 2.8 ml of triethyl amine, 2,32 g of 1,2,3,4-tetrahydro-4-oxo-1-naphthylamine are added followed by 2.16 g of dimethylcarbamoyl chloride. The mixture is heated at reflux for 3 hours, cooled to room temperature, washed successively with 50 ml of H2O, 50 ml of 3N NaOH, 50 ml of 3N HCl and 50 ml of H2O. The organic phase is dried over magnesium sulfate and evaporated to dryness. The residue is recrystallized from toluene to give the title compound, melting point 157° C. to 162° C.

후처리

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 3 hours
  3. washwashed successively with 50 ml of H2O, 50 ml of 3N NaOH, 50 ml of 3N HCl and 50 ml of H2O
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. customevaporated to dryness
  6. customThe residue is recrystallized from toluene

출처 및 근거

ORD 기록
ord-70d4a303a22945b98a483405fd04cdf4
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04041070

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