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

HRID 231055

반응식

HRID 231055 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1e5ec47aeb7d4438b19702d3e772f9dc
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04845083

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