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Urea, 1-(2-chloroethyl)-3-(1,2,3,4-tetrahydro-1-naphthyl)- → 1-(1,2,3,4-Tetrahydronaphthalen-1-yl)imidazolidin-2-one

HRID 1606700
ノート
印刷プレビュー

反応式

HRID 1606700 の反応式
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1)=[O:6].CC(C)([O-])C.[K+]>O1CCCC1>[CH:8]1([N:7]2[CH2:2][CH2:3][NH:4][C:5]2=[O:6])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 98980Urea, 1-(2-chloroethyl)-3-(1,2,3,4-tetrahydro-1-naphthyl)-HCID 23665647Potassium tert-butoxide

生成物 1

HCID 213934991-(1,2,3,4-Tetrahydronaphthalen-1-yl)imidazolidin-2-one収率 21.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred solution of 3.8 grams (0.015 mole) of 1-(2-chloroethyl)-3-(1,2,3,4-tetrahydro-1-naphthyl)urea in 75 ml. dry tetrahydrofuran is added dropwise a solution of 2.25 grams (0.02 mole) of potassium tert-butoxide in 50 ml. of dry tetrahydrofuran under a nitrogen atmosphere. The reaction is then allowed to proceed at ambient temperature overnight. The mixture is then evaporated at reduced pressure. The residue is partitioned between water and ether. The ether layer is washed with water, dried, sodium sulfate, and evaporated at reduced pressure. Crystallization of the residue from acetone-ether-hexane gives 0.70 gram of product, melting point 134° C. to 139.5° C. Recrystallization from acetone-hexane gives the analytical sample, melting point 138° C. to 141.5° C. Analysis calculated for C13H16N2O: C, 72.19; H, 7.46; N, 12.95. Found: C, 72.04; H, 7.43; N, 12.89.

後処理

  1. customThe mixture is then evaporated at reduced pressure
  2. customThe residue is partitioned between water and ether
  3. washThe ether layer is washed with water
  4. customdried
  5. customsodium sulfate, and evaporated at reduced pressure
  6. customCrystallization of the residue from acetone-ether-hexane

出典と根拠

ORDレコード
ord-b822345cb4744d61b1ac258209dd250c
出典データセット
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03953506

反応ノート

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