Dimethylformamide → 2,7-dimethoxy-3H-phenothiazin-3-one

HRID 231055

反応式

HRID 231055 の反応式
[CH3:1][O:2][C:3]1[C:4](=[O:10])[CH:5]=[CH:6][C:7](=O)[CH:8]=1.[NH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[SH:20].CN(C=O)C>CO>[CH3:1][O:2][C:3]1[C:4](=[O:10])[CH:5]=[C:6]2[C:7](=[N:11][C:12]3[C:13]([S:20]2)=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=3)[CH:8]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 761462-Methoxy-1,4-benzoquinoneHCID 2355092-Amino-5-methoxybenzene-1-thiol

生成物 1

HCID 121999232,7-dimethoxy-3H-phenothiazin-3-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a suspension of 2-methoxy-p-benzoquinone (1.15 kg) (Step 1) in methanol (8 l) was added portionwise a suspension of 2-amino-5-methoxythiophenol (from Step 2) in methanol (6 l). The reacting mixture was stirred for 15 minutes, filtered and washed with methanol (8 l). The product isolated was swished with DMF (16 l) for 2 hours, filtered and air-dried. The crude material was dissolved in hot DMF (16 l) (130°-140° C.), filtered on Celite and the filtrate cooled to room temperature. The resulting crystals were filtered, washed with methanol (8 l) and air-dried to afford the title compound (70.3 g), m.p. 237°-238° C.

後処理

  1. additionwas added portionwise
  2. filtrationfiltered
  3. washwashed with methanol (8 l)
  4. customThe product isolated
  5. filtrationfiltered
  6. customair-dried
  7. dissolutionThe crude material was dissolved in hot DMF (16 l) (130°-140° C.)
  8. filtrationfiltered on Celite
  9. filtrationThe resulting crystals were filtered
  10. washwashed with methanol (8 l)
  11. customair-dried

出典と根拠

ORDレコード
ord-1e5ec47aeb7d4438b19702d3e772f9dc
出典データセット
uspto-grants-1989_07
特許番号
US04845083

関連ノート

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