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1,3-Benzodioxol-5-amine, N-ethyl- → N-1,3-Benzodioxol-5-yl-N-ethylurea

HRID 1884357
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HRID 1884357 반응식
[CH2:1]([NH:3][C:4]1[CH:9]=[CH:8][C:7]2[O:10][CH2:11][O:12][C:6]=2[CH:5]=1)[CH3:2].[O:13]([C:15]#[N:16])[Na]>CC(O)=O>[CH2:1]([N:3]([C:4]1[CH:9]=[CH:8][C:7]2[O:10][CH2:11][O:12][C:6]=2[CH:5]=1)[C:15]([NH2:16])=[O:13])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 1183651,3-Benzodioxol-5-amine, N-ethyl-HCID 178418852HCID 178418852, 화합물

생성물 1

HCID 13098802N-1,3-Benzodioxol-5-yl-N-ethylurea수율 59.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of N-ethyl-3,4-(methylenedioxy)aniline (8.1 g) in AcOH (100 mL) was added NaOCN (3.0 g) at 10° C. The cold bath was removed and the mixture was stirred at rt for 24 h. The solvent was removed in vacuo and the resulting residue was neutralized with 2 N NaOH. The mixture was extracted with chloroform (3×50 mL). The combined organic phase was washed with water and brine, dried over Na2SO4. The solvent was removed in vacuo and the resulting residue was recrystallized from chloroform/hexane to yield the title compound (5.7 g, 56%). 1NMR (CDCl3): 6.78-6.72 (m, 3H), 6.02 (s, 2H), 4.38 (br s, 2H), 3.66 (q, J=7.0, 2H), 1.11 (t, J=7.0, 3H).

후처리

  1. customThe cold bath was removed
  2. customThe solvent was removed in vacuo
  3. extractionThe mixture was extracted with chloroform (3×50 mL)
  4. washThe combined organic phase was washed with water and brine
  5. dry with materialdried over Na2SO4
  6. customThe solvent was removed in vacuo
  7. customthe resulting residue was recrystallized from chloroform/hexane

출처 및 근거

ORD 기록
ord-1ed9822a53224ceea266fd6bf3261b82
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06765006B2

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