Hydrochloric Acid → 2-(2-Imino-1,3-thiazolidin-3-yl)-1-phenylethan-1-ol--hydrogen chloride (1/1)

HRID 2419535

反応式

HRID 2419535 の反応式
[N:1]#[C:2][SH:3].[C:4]1([CH:10]([OH:15])[CH2:11][N:12]2[CH2:14][CH2:13]2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.N1CC1.[ClH:19]>C(O)C>[ClH:19].[OH:15][CH:10]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH2:11][N:12]1[CH2:14][CH2:13][S:3][C:2]1=[NH:1]

参加物

6

反応物 4

HCID 313Hydrochloric Acid2 回HCID 781Thiocyanic AcidHCID 9033AziridineHCID 288341-Aziridineethanol, alpha-phenyl-2 回

生成物 1

HCID 27236702-(2-Imino-1,3-thiazolidin-3-yl)-1-phenylethan-1-ol--hydrogen chloride (1/1)

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To the stirred solution of thiocyanic acid is added a solution of the crude dl-α-phenyl-1-aziridineethanol in 250 ml. of ethanol at a rate sufficient to keep the reaction temperature at 30°-35° C. After the aziridine addition is complete, 72 g. of a methanolic solution of hydrogen chloride (0.35 mole) is added and the solution stirred for 1.5 hours at room temperature. An additional 0.05 mole of hydrogen chloride in 10 g. of ethanol is added, and the reaction heated at 35°-40° C. for 0.5 hour. It is then allowed to proceed at room temperature for 2.5 days. The mixture is concentrated under reduced pressure to about 100 ml., filtered, washed with ethanol and dried to give 27.1 g. of white crystals, melting point 198°-200° C. The yield is 42% (based on styrene oxide) or 71% (based on dl-α-phenyl-1-aziridineethanol).

後処理

  1. customat 30°-35° C
  2. temperaturethe reaction heated at 35°-40° C. for 0.5 hour
  3. waitto proceed at room temperature for 2.5 days
  4. concentrationThe mixture is concentrated under reduced pressure to about 100 ml
  5. filtration, filtered
  6. washwashed with ethanol
  7. customdried
  8. customto give 27.1 g

出典と根拠

ORDレコード
ord-509eae68885e48feb04f133ddc92a662
出典データセット
uspto-grants-1978_08
特許番号
US04107170

関連ノート

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