Water → 10H-phenothiazin-2-ol

HRID 131101

反応式

HRID 131101 の反応式
C[O:2][C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[NH:6][C:5]=2[CH:4]=1.[Cl-].[NH+]1C=CC=CC=1.O>C(OCC)(=O)C>[CH:4]1[C:5]2[NH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[S:13][C:14]=2[CH:15]=[CH:16][C:3]=1[OH:2]

参加物

5

反応物 3

HCID 962WaterHCID 69401Einecs 211-027-4HCID 74490Methyl phenothiazin-2-yl ether

生成物 1

HCID 1060871310H-phenothiazin-2-ol収率 53%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
170 °C

実験手順

A mixture of 25 g (109 mmol) of 2-methoxyphenothiazine and 60 g (4.8 eq.) of pyridinium chloride is heated at 170° C. for 15 hours. After cooling down to a temperature of approximately 80° C., the brown solution obtained is diluted with 200 ml of ethyl acetate. Stirring is maintained for 30 minutes before pouring the reaction mixture into 200 ml of water. After stirring and decantation, the organic phase is dried over sodium sulphate and concentrated to dryness, under vacuum. The greenish solid obtained is recrystallized from 700 ml of boiling toluene. An insoluble solid is eliminated by filtration, the filtrate crystallizes spontaneously overnight. The crystals are collected by filtration and rinsed using isopentane. After drying, 12.43 g of a grey solid is obtained with a yield of 53%. Melting point: 207-208° C.

後処理

  1. temperatureAfter cooling down to a temperature of approximately 80° C.
  2. customthe brown solution obtained
  3. temperatureis maintained for 30 minutes
  4. stirringAfter stirring
  5. dry with materialdecantation, the organic phase is dried over sodium sulphate
  6. concentrationconcentrated to dryness, under vacuum
  7. customThe greenish solid obtained
  8. customis recrystallized from 700 ml of boiling toluene
  9. filtrationAn insoluble solid is eliminated by filtration
  10. customthe filtrate crystallizes spontaneously overnight
  11. filtrationThe crystals are collected by filtration
  12. washrinsed
  13. customAfter drying

出典と根拠

ORDレコード
ord-bfda4e5cfadb4994b4f0898525785a7d
出典データセット
uspto-grants-2008_06
特許番号
US07384933B2

関連ノート

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