Acetone → HCID 178426523、化合物

HRID 2057625

反応式

HRID 2057625 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 178426523HCID 178426523、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-994d0c81d6cc48d5a2230df986a0a5a2
出典データセット
uspto-grants-1980_07
特許番号
US04211867

関連ノート

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