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Methyl iodide → HCID 13712494, 화합물

HRID 2352223
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HRID 2352223 반응식
[OH:1][C:2]1[CH:15]=[C:14]2[C:5]([NH:6][C:7]3[C:12]([S:13]2)=[CH:11][CH:10]=[CH:9][CH:8]=3)=[C:4]2[CH:16]=[CH:17][CH:18]=[CH:19][C:3]=12.CI.[C:22](=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C>[CH3:22][O:1][C:2]1[CH:15]=[C:14]2[C:5]([NH:6][C:7]3[C:12]([S:13]2)=[CH:11][CH:10]=[CH:9][CH:8]=3)=[C:4]2[CH:16]=[CH:17][CH:18]=[CH:19][C:3]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6328Methyl iodide2회HCID 11430Potassium Carbonate2회HCID 137124785-hydroxy-12H-benzo[a]phenothiazine

생성물 1

HCID 13712494HCID 13712494, 화합물수율 47.7%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857
Ethyl Acetate
용매

실험 절차

To a solution of 5-hydroxy-12H-benzo[a]phenothiazine (2.65 g) and methyl iodide (2.5 ml) in DMF (dimethylformamide) (10 ml) there was added powdered potassium carbonate (2.0 g). The mixture was stirred at room temperature and after 15 minutes, another addition of potassium carbonate (2.0 g) and methyl iodide (2.0 ml) was done. The mixture was stirred for a further 20 minutes, then it was diluted with ethyl acetate (100 ml and washed with water (60 ml) twice, dried and evaporated down. The residue was triturated with ether to afford solid crude product which was filtered (1.7 g). This crude product was chromatographed on a column of silica gel, eluting with dichloromethane to afford pure title compound (1.33 g), m.p. 168°-170° C.

후처리

  1. stirringThe mixture was stirred for a further 20 minutes
  2. washwashed with water (60 ml) twice
  3. customdried
  4. customevaporated down
  5. customThe residue was triturated with ether
  6. customto afford solid crude product which
  7. filtrationwas filtered (1.7 g)
  8. customThis crude product was chromatographed on a column of silica gel
  9. washeluting with dichloromethane

출처 및 근거

ORD 기록
ord-0483b04b9f7b409fb1e395c451a4f57c
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04876246

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