Ethanolamine → HCID 178438962、化合物

HRID 29022ノート

反応式

HRID 29022 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[C:11]=[S:12])([CH3:3])[CH3:2].[NH2:13][CH2:14][CH2:15]O>C(OCC)C>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[C:11]1[NH:13][CH2:14][CH2:15][S:12]1)([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 700EthanolamineHCID 1420522-Isopropylphenyl isothiocyanate

生成物 1

HCID 178438962HCID 178438962、化合物収率 73%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a solution of (2-isopropylphenyl)isothiocyanate (2.00 g) in diethylether (20 ml) was added 2-aminoethanol (0.69 g). The mixture was stirred at room temperature for 1 hour and concentrated under reduced pressure. To the obtained oil was added concentrated hydrochloric acid (5 ml). The mixture was refluxed for 3 hours. The reaction mixture was cooled to room temperature and poured into an aqueous solution of 20% sodium hydroxide (25 ml). The mixture was extracted with dichloromethane (60 ml), dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to give 2-(2-isopropylphenyl)imino-1,3-thiazolidine (1.80 g, yield: 73%) as a white crystal. M.p. 76-77° C.

後処理

  1. concentrationconcentrated under reduced pressure
  2. additionTo the obtained oil was added concentrated hydrochloric acid (5 ml)
  3. temperatureThe mixture was refluxed for 3 hours
  4. temperatureThe reaction mixture was cooled to room temperature
  5. additionpoured into an aqueous solution of 20% sodium hydroxide (25 ml)
  6. extractionThe mixture was extracted with dichloromethane (60 ml)
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-2e45031aa7cd4213b8b070b9f2e4cf66
出典データセット
uspto-grants-2008_09
特許番号
US07420053B2

反応ノート

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