Chloroacetaldehyde → N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide

HRID 1038447ノート

反応式

HRID 1038447 の反応式
[NH:1]([C:5]1[CH:6]=[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1)[C:2]([NH2:4])=[S:3].Cl[CH2:17][CH:18]=O>C(O)C>[S:3]1[CH:18]=[CH:17][N:4]=[C:2]1[NH:1][C:5]1[CH:6]=[C:7]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[CH:9][CH:10]=1

参加物

4

反応物 2

HCID 33ChloroacetaldehydeHCID 86674185N-(3-thioureidophenyl)methanesulfonamide

生成物 1

HCID 86674184N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide収率 93.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

N-(3-thioureidophenyl)methanesulfonamide 54 (1.14 g, 4.65 mmol) and 50% aq. chloroacetaldehyde solution (3.65 mL, 23.25 mmol) were taken into ethanol and refluxed for 2 hours. Reaction mixture was concentrated and aq. Saturated NaHCO3 was added. Resulting light brown solid was filtered and washed with water, dried under high vacuum to obtain N-(3-(thiazol-2-ylamino)phenyl)methanesulfonamide 55 (1.17 g, 93% yield). Resulting product was further used without further purification. MS (ES) m/z 270 (M+H+).

後処理

  1. temperaturerefluxed for 2 hours
  2. customReaction mixture
  3. concentrationwas concentrated
  4. additionaq. Saturated NaHCO3 was added
  5. customResulting light brown solid
  6. filtrationwas filtered
  7. washwashed with water
  8. customdried under high vacuum

出典と根拠

ORDレコード
ord-e2089bbe94b646fd901ae8a889e4f880
出典データセット
uspto-grants-2013_10
特許番号
US08551992B2

反応ノート

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