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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 461379
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HRID 461379 반응식
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
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참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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 grams of product, melting point 134° to 139.5° C. Recrystallization from acetone-hexane gives the analytical sample, melting point 138° 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.

후처리

  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

출처 및 근거

ORD 기록
ord-dad4ee5766ff44d980668c7d84a0a7c6
출처 데이터셋
uspto-grants-1977_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04062856

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