Dimethylformamide → 3,7-Diformyl-10-p-tolylphenothiazine

HRID 2287296노트

반응식

HRID 2287296 반응식
[C:1]1([CH3:21])[CH:6]=[CH:5][C:4]([N:7]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[S:14][C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)=[CH:3][CH:2]=1.CN([CH:25]=[O:26])C.P(Cl)(Cl)(Cl)=O.[C:32](=O)([O-])[O-:33].[Na+].[Na+]>[Cl-].[Zn+2].[Cl-].O.C1(C)C=CC=CC=1>[CH:32]([C:17]1[CH:18]=[CH:19][C:20]2[N:7]([C:4]3[CH:3]=[CH:2][C:1]([CH3:21])=[CH:6][CH:5]=3)[C:8]3[C:13]([S:14][C:15]=2[CH:16]=1)=[CH:12][C:11]([CH:25]=[O:26])=[CH:10][CH:9]=3)=[O:33]

참가 물질

8

반응물 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 172985110-(4-Methylphenyl)phenothiazine

생성물 1

HCID 187044763,7-Diformyl-10-p-tolylphenothiazine

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

To 200 ml of toluene were added 20.0 g (69.1 mmol) of 10-p-tolylphenothiazine (4b), 10.0 g (73.4 mmol) of zinc chloride, and 22 ml (284.1 mmol) of DMF. The mixture was stirred, and 27 ml (289.7 mmol) of phosphorus oxychloride was gradually added thereto dropwise. The resultant mixture was reacted at 80° C. for 3 days and then poured into 300 ml of water. This mixture was neutralized with sodium carbonate, stirred at 80° C. for 2 hours, and then subjected to liquid separation. The aqueous phase was extracted with toluene three times, and the resultant organic phase collected was dried (with MgSO4) and concentrated. The residue was recrystallized twice from ethyl acetate to obtain 8.59 g of the target compound.

후처리

  1. stirringstirred at 80° C. for 2 hours
  2. customsubjected to liquid separation
  3. extractionThe aqueous phase was extracted with toluene three times
  4. customthe resultant organic phase collected
  5. dry with materialwas dried (with MgSO4)
  6. concentrationconcentrated
  7. customThe residue was recrystallized twice from ethyl acetate

출처 및 근거

ORD 기록
ord-36c94a179c3343b7be10bef66f6524e1
출처 데이터셋
uspto-grants-2000_07
특허 번호
US06083651

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