Thionyl Chloride → HCID 60069839, 화합물

HRID 549281노트

반응식

HRID 549281 반응식
S(Cl)(Cl)=O.[Br:5][C:6]1[S:10][C:9](/[CH:11]=[CH:12]/[C:13]([OH:15])=O)=[CH:8][CH:7]=1.[N-:16]=[N+:17]=[N-:18].[Na+].O1CCOCC1>C(Cl)(Cl)Cl.O>[Br:5][C:6]1[S:10][C:9](/[CH:11]=[CH:12]/[C:13]([N:16]=[N+:17]=[N-:18])=[O:15])=[CH:8][CH:7]=1

참가 물질

7

반응물 4

HCID 24386Thionyl ChlorideHCID 312751,4-DioxaneHCID 33557Sodium AzideHCID 2059999(E)-3-(5-Bromothiophen-2-YL)acrylic acid

생성물 1

HCID 60069839HCID 60069839, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매

반응 조건

온도
75 °C

실험 절차

Thionyl chloride (1.04 mL) was added to a solution of (2E)-3-(5-bromothien-2-yl) acrylic acid (1.04 g, 4.46 mmol) in chloroform (20 mL) and the mixture was refluxed for 2 h at 75° C. and than used in the next step. The above solution was added drop wise to a stirred suspension of sodium azide (0.58 g, 8.93 mmol), dioxane (3 mL) and water (3 mL) in an ice bath. After 10 min a precipitate appeared which was filtered off and washed with water. The residue was dissolved in dichloromethane, dried with MgSO4, filtered and the solvent was removed to afford: 0.96 g (83.4%). 1H NMR (270 MHz CH3OH-d4) δ ppm 6.20 (d, J=15.57 Hz, 1H) 7.15-7.25 (m, 2H) 7.80 (d, J=15.57 Hz, 1H); MS 258.1 (M−H)+; Purity (HPLC) 65%.

후처리

  1. additionThe above solution was added drop
  2. filtrationwhich was filtered off
  3. washwashed with water
  4. dissolutionThe residue was dissolved in dichloromethane
  5. dry with materialdried with MgSO4
  6. filtrationfiltered
  7. customthe solvent was removed
  8. customto afford

출처 및 근거

ORD 기록
ord-b62f353612ec455d8e0ee17d188826fc
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943639B2

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