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

HRID 2419535

반응식

HRID 2419535 반응식
[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]

참가 물질

6

반응물 4

HCID 313Hydrochloric Acid2회HCID 781Thiocyanic AcidHCID 9033AziridineHCID 288341-Aziridineethanol, alpha-phenyl-2회

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-509eae68885e48feb04f133ddc92a662
출처 데이터셋
uspto-grants-1978_08
특허 번호
US04107170

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