Dimethylformamide → 10-Ethylphenothiazine-3-carbaldehyde

HRID 6578

반응식

HRID 6578 반응식
P(Cl)(Cl)(Cl)=O.[CH2:6]([N:8]1[C:21]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[S:15][C:14]2[C:9]1=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH3:7].[OH-].[K+].CN(C)[CH:26]=[O:27]>>[CH2:6]([N:8]1[C:9]2[CH:10]=[CH:11][C:12]([CH:26]=[O:27])=[CH:13][C:14]=2[S:15][C:16]2[C:21]1=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH3:7]

참가 물질

5

반응물 4

HCID 6228Dimethylformamide2회HCID 14797Potassium HydroxideHCID 24813Phosphorus oxychlorideHCID 219178N-Ethylphenothiazine

생성물 1

HCID 31433010-Ethylphenothiazine-3-carbaldehyde

실험 절차

Phosphorus oxychloride (POCl3,3.7 ml, 0.04 mol) was added dropwise to 4.4 ml (0.06 mol) of dry dimethylformamide (DMF) at 0° C. under a nitrogen atmosphere. This solution was warmed up slowly to room temperature. Then, a solution of 5 g (0.02 mol) of 10-ethylphenothiazine in dry DMF was added dropwise. The reaction mixture was refluxed at 80° C. for 24 hours and poured into the ice water. This solution was neutralized with potassium hydroxide until the pH reached 6–8. The product was extracted with chloroform. The chloroform extract was dried with anhydrous sodium sulfate, filtered and distilled. The product was crystallized from methanol. The yield of 10-ethylphenothiazine-3-carbaldehyde (C15H13NOS, FW=255.34) was 65%.

후처리

  1. temperatureThe reaction mixture was refluxed at 80° C. for 24 hours
  2. extractionThe product was extracted with chloroform
  3. extractionThe chloroform extract
  4. dry with materialwas dried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. distillationdistilled
  7. customThe product was crystallized from methanol

출처 및 근거

ORD 기록
ord-aab5b1b567764967a3b9eb9b16000b36
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07083884B2

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