2,3-Dihydro-6hydroxymethylimidazo[2,1-b]thiazole → 2,3-Dihydroimidazo[2,1-b][1,3]thiazole-6-carbaldehyde

HRID 1585447노트

반응식

HRID 1585447 반응식
[OH:1][CH2:2][C:3]1[N:4]=[C:5]2[N:9]([CH:10]=1)[CH2:8][CH2:7][S:6]2>C(#N)C.O.[O-2].[O-2].[Mn+4]>[S:6]1[CH2:7][CH2:8][N:9]2[CH:10]=[C:3]([CH:2]=[O:1])[N:4]=[C:5]12

참가 물질

5

반응물 1

HCID 181830822,3-Dihydro-6hydroxymethylimidazo[2,1-b]thiazole

생성물 1

HCID 112406042,3-Dihydroimidazo[2,1-b][1,3]thiazole-6-carbaldehyde

시약·촉매·용매 3

HCID 178418406HCID 178418406, 화합물촉매HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

2,3-Dihydro-6-hydroxymethylimidazo[2,1-b]thiazole (1.47 g, 9.4 mmol) was dissolved in acetonitrile (30 ml) by addition of water (minimum volume). Manganese dioxide (4.41 g, 3 wt. equivalents) was added and the mixture stirred at ambient temperatures for 1.5 h. The mixture was filtered through Keiselguhr, the filter pad washed with water and the combined filtrate and washings evaporated to dryness under reduced pressure. The residue was triturated under diethyl ether, the solid collected by filtration and dried in air (1.33 g, 92%); nmax (CH2Cl2) 1685, 1528, 1272, 1260 and 1152 cm-1 ; dH (90 MHz; CD3OD) 3.84-4.10 (2H, m), 4.20-4.50 (2H, m), 7.97 (1H, s), 9.52 (1H, s).

후처리

  1. filtrationThe mixture was filtered through Keiselguhr
  2. washthe filter pad washed with water
  3. customthe combined filtrate and washings evaporated to dryness under reduced pressure
  4. customThe residue was triturated under diethyl ether
  5. filtrationthe solid collected by filtration
  6. customdried in air (1.33 g, 92%)

출처 및 근거

ORD 기록
ord-b808d0088e7d4005a11c003a33fb353d
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939066

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