Dimethylformamide → 6-Bromo-1,3,3-trimethyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one

HRID 1478538노트

반응식

HRID 1478538 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:15])[S:7](=[O:14])(=[O:13])[CH2:8][C:9](=O)[C:10]=2[N:11]=1.[C:16]([O-:19])([O-])=O.[K+].[K+].[CH3:22]N(C=O)C>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH3:15])[S:7](=[O:13])(=[O:14])[C:8]([CH3:9])([CH3:22])[C:16](=[O:19])[C:10]=2[N:11]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 900430806-Bromo-1-methyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one

생성물 1

HCID 900436416-Bromo-1,3,3-trimethyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one

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온도
60 °C

실험 절차

To a solution of 6-bromo-1-methyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one (456 mg, 1.56 mmol) in DMF (3 ml) was added K2CO3 (2.16 g, 15.6 mmol) followed by Mel (0.29 ml, 4.7 mmol) at ambient temperature. The suspension was heated to 60° C. for 1.5 h then cooled to ambient temperature, filtered, washed with ethyl acetate and concentrated under reduced pressure. Purification by flash chromatography eluting with ethyl acetate/heptane, gradient, afforded 6-bromo-1,3,3-trimethyl-2,2-dioxo-pyrido[3,2-c]thiazin-4-one.

후처리

  1. customfollowed by Mel (0.29 ml, 4.7 mmol) at ambient temperature
  2. temperaturethen cooled to ambient temperature
  3. filtrationfiltered
  4. washwashed with ethyl acetate
  5. concentrationconcentrated under reduced pressure
  6. customPurification by flash chromatography
  7. washeluting with ethyl acetate/heptane, gradient

출처 및 근거

ORD 기록
ord-b8a394ee77c74ce2aca96d576f09ea8f
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403845B2

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