Acetone → HCID 178426523, 화합물

HRID 2057625

반응식

HRID 2057625 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([NH:7][C:8]([NH2:10])=S)=[CH:3][CH:2]=1.CC(C)=O.C[I:17].[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1>CCOCC>[IH:17].[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([NH:7][C:8]([N:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)=[NH:10])=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 6328Methyl iodideHCID 31268PyrrolidineHCID 722833p-Tolylthiourea

생성물 1

HCID 178426523HCID 178426523, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

4-Tolylthiourea (33.2 g., 0.2 mole) in 200 ml. acetone is heated under reflux for 3 hrs. with methyliodide (31.4 g., 0.221 mole). Solvent is removed in vacuo and the resulting 2-methyl-1-(4-tolyl)-2-thiopseudourea hydroiodide dissolved in 200 ml. tert-butanol. Pyrrolidine (28.4 g., 0.4 mole) is added and the mixture heated at reflux for 18 hrs. The reaction mixture is cooled, diluted with ether and the resulting solid separated. Recrystallization from acetone-ether affords N-(4-tolyl)-1-pyrrolidinecarboximidamide hydroiodide, m.p. 166°-168° C. Conventional treatment of the salt in CH2Cl2 with aqueous (10-20%) NaOH affords the corresponding free base.

후처리

  1. temperatureunder reflux for 3 hrs
  2. customSolvent is removed in vacuo
  3. dissolutionthe resulting 2-methyl-1-(4-tolyl)-2-thiopseudourea hydroiodide dissolved in 200 ml
  4. temperaturethe mixture heated
  5. temperatureat reflux for 18 hrs
  6. temperatureThe reaction mixture is cooled
  7. customthe resulting solid separated
  8. customRecrystallization from acetone-ether

출처 및 근거

ORD 기록
ord-994d0c81d6cc48d5a2230df986a0a5a2
출처 데이터셋
uspto-grants-1980_07
특허 번호
US04211867

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