Dimethyl Sulfate → 3,6-Dimethoxyphthalonitrile

HRID 1489536

반응식

HRID 1489536 반응식
S([O:6][CH3:7])(OC)(=O)=O.[C:8](=O)([O-])[O-].[K+].[K+].[C:14]([C:16]1[C:22]([C:23]#[N:24])=[C:21]([OH:25])[CH:20]=[CH:19][C:17]=1O)#[N:15]>CC(=O)CC>[CH3:8][O:25][C:21]1[CH:20]=[CH:19][C:17]([O:6][CH3:7])=[C:16]([C:14]#[N:15])[C:22]=1[C:23]#[N:24]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 784672,3-Dicyanohydroquinone

생성물 1

HCID 3583583,6-Dimethoxyphthalonitrile

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

Dimethyl sulfate (15 mL, 0.16 mol) and anhydrous potassium carbonate (24 g, 0.17 mol) are added to a solution of 2,3-dicyanohydroquinone (3.0 g, 0.019 mol) in 100 mL 2-butanone. The reaction mixture is refluxed for 18 hr. under a stream of argon, cooled to room temperature and the resulting solid is collected by filtration. The residue is added to water (100 mL) to dissolve the potassium carbonate and the resulting insoluble material is collected by filtration and dried under vacuum to yield 3.10 g (88%), m.p. 276°-280° C., 1H NMR (DMSO-d6) in ppm, δ=7.63 (s, 2H), 3.93 (s, 6H).

후처리

  1. temperatureThe reaction mixture is refluxed for 18 hr
  2. filtrationthe resulting solid is collected by filtration
  3. additionThe residue is added to water (100 mL)
  4. dissolutionto dissolve the potassium carbonate
  5. filtrationthe resulting insoluble material is collected by filtration
  6. customdried under vacuum
  7. customto yield 3.10 g (88%), m.p. 276°-280° C., 1H NMR (DMSO-d6) in ppm, δ=7.63 (s, 2H), 3.93 (s, 6H)

출처 및 근거

ORD 기록
ord-0d1805e881f04a3392b2c13022f9e162
출처 데이터셋
uspto-grants-1997_10
특허 번호
US05679661

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