Pyridine → 10H-phenothiazine-2-carbothioamide

HRID 237345노트

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HRID 237345 반응식
[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:15]([NH2:17])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1.N1C=CC=CC=1>O1CCOCC1>[CH:1]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[S:6][C:5]=2[CH:4]=[CH:3][C:2]=1[C:15](=[S:27])[NH2:17]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 87949Lawesson's reagentHCID 2271157510H-phenothiazine-2-carboxamide

생성물 1

HCID 2271158710H-phenothiazine-2-carbothioamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

반응 조건

온도
110 °C

실험 절차

A reaction mixture comprising 3.4 g (14 mmoles) of 10H-phenothiazine-2-carboxamide (J. Org. Chem. 1961, 26, 1138-1143) and 3.4 g (8.4 mmoles) of Lawesson reagent in solution in 40 ml of 1,4-dioxane to which 20 ml of pyridine has been added is heated at 110° C. for 1 h 30. The brown solution is then concentrated under vacuum and the residue is diluted in 200 ml of AcOEt and 100 ml of H2O. After stirring and decantation, the organic phase is washed successively with 100 ml of a 1N aqueous solution of HCl and 100 ml of salt water. After drying over sodium sulphate, filtration and evaporation of the solvent under vacuum, an orange powder is obtained. This powder is washed with Et2O, the filtrate is eliminated, and extracted with acetone. The acetone filtrate is then concentrated under vacuum and the evaporation residue is then purified using a silica column (eluent: Heptane/AcOEt:1/1 to 416). Orange powder. Melting point: 208-209° C.

후처리

  1. concentrationThe brown solution is then concentrated under vacuum
  2. additionthe residue is diluted in 200 ml of AcOEt
  3. washdecantation, the organic phase is washed successively with 100 ml of a 1N aqueous solution of HCl and 100 ml of salt water
  4. dry with materialAfter drying over sodium sulphate, filtration and evaporation of the solvent under vacuum
  5. customan orange powder is obtained
  6. washThis powder is washed with Et2O
  7. extractionextracted with acetone
  8. concentrationThe acetone filtrate is then concentrated under vacuum
  9. customthe evaporation residue is then purified

출처 및 근거

ORD 기록
ord-3396506667f6480ca658f568cdd5805c
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642591B2

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