Acetic Acid → 5-bromo-N-(pyridin-2-yl)thiazol-2-amine

HRID 1355492노트

반응식

HRID 1355492 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[S:9][CH:10]=[CH:11][N:12]=1.C(O)(=O)C.[Br:17]Br.C([O-])(O)=O.[Na+]>O>[Br:17][C:10]1[S:9][C:8]([NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[N:12][CH:11]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 24408BromineHCID 516892Sodium BicarbonateHCID 956683N-(pyridin-2-yl)thiazol-2-amine

생성물 1

HCID 53294005-bromo-N-(pyridin-2-yl)thiazol-2-amine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a flask containing pyridin-2-yl-thiazol-2-yl-amine (5-2, 3.92 g, 0.0221 mol) was added acetic acid. Bromine (1.14 mL, 0.0221 mol) was then added dropwise to the stirred solution at ambient temperature. The reaction was stirred for 15 min, resulting in an orange-white precipitate. At 15 min, 100 mL H2O were added and solid NaHCO3 introduced, causing a large amount of foaming. The product was obtained as a tan colored precipitate, which was washed with 1.5L H2O and dried under high vacuum overnight. 1H NMR (DMSO-d6): δ 11.53 (bs, 1H), 8.31 (d, 1H, J=3.3 Hz), 7.73 (t, 1H, J=7.6 Hz), 7.45 (s, 1H), 7.05 (d, 1H, J=8.4 Hz), 6.96 (t, 1H, J=5.5 Hz). Mp: 210-212° C. (dec). [M+H]+=255.9.

후처리

  1. customresulting in an orange-white precipitate
  2. waitAt 15 min
  3. customThe product was obtained as a tan colored precipitate, which
  4. washwas washed with 1.5L H2O
  5. customdried under high vacuum overnight

출처 및 근거

ORD 기록
ord-e0d0ba70092f458f916cdeda5f61b0c8
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06586424B2

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