Dimethyl Sulfoxide → HCID 57638156, 화합물

HRID 1366806노트

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HRID 1366806 반응식
CS(C)=O.C(Cl)(=O)C(Cl)=O.[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([C:18]2[CH:33]=[CH:32][C:21]([O:22][CH2:23][C:24]3[CH:31]=[CH:30][C:27]([CH2:28][OH:29])=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)[CH2:14][CH2:13]1.C(N(CC)CC)C>C(Cl)Cl>[CH3:11][N:12]1[CH2:13][CH2:14][N:15]([C:18]2[CH:33]=[CH:32][C:21]([O:22][CH2:23][C:24]3[CH:31]=[CH:30][C:27]([CH:28]=[O:29])=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)[CH2:16][CH2:17]1

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 57637965HCID 57637965, 화합물

생성물 1

HCID 57638156HCID 57638156, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

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온도
-78 °C

실험 절차

To a solution of DMSO (2.6 equivalents) in dry DCM, cooled to −78° C. under N2 was added oxalyl chloride (1.1 equivalents) in DCM drop-wise. The solution was stirred at −78° C. for 5 minutes before a solution of 4-[4-(4-methylpiperazin-1-yl)phenoxymethyl]benzyl alcohol (1 equivalent) in DCM was added drop-wise, and allowed to stir at −78° C. for another 30 minutes. Triethylamine (2.5 equivalents) was slowly dripped in before allowing the solution to reach ambient temperatures. The solution was washed with aqueous NaHCO3 and brine, dried over MgSO4 and concentrated to provide the crude 4-[4-(4-methylpiperazin-1-yl)phenoxymethyl]benzaldehyde that was converted to thiosemicarbazones according to Scheme 7.

후처리

  1. additionwas added drop-wise
  2. washThe solution was washed with aqueous NaHCO3 and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-41bfb1d0ab7a45999a25833ad514b5b6
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893096B2

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