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Amantadine → 3-Adamant-1-ylcarbamoyl-1,2,4-oxadiazole

HRID 1730036
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HRID 1730036 반응식
[N:1]([C:4]([C:6]1[N:10]=[CH:9][O:8][N:7]=1)=[O:5])=[N+]=[N-].N[C:12]12[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:20][CH:14]([CH2:15]3)[CH2:13]1)[CH2:19]2>C(Cl)(Cl)Cl>[C:12]12([NH:1][C:4]([C:6]3[N:10]=[CH:9][O:8][N:7]=3)=[O:5])[CH2:21][CH:16]3[CH2:17][CH:18]([CH2:20][CH:14]([CH2:15]3)[CH2:13]1)[CH2:19]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2130AmantadineHCID 214988371,2,4-Oxadiazole-3-carbonyl azide

생성물 1

HCID 214988293-Adamant-1-ylcarbamoyl-1,2,4-oxadiazole수율 27%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

3-Azidocarbonyl-1,2,4-oxadiazole (350 mg.) was added to a solution of 1-aminoadamantane (378 mg.) in chloroform (15 ml.) and the mixture was stirred for 24 hr. The chloroform solution was evaporated to dryness under reduced pressure and the residue was recrystallised from aqueous methanol to give title compound (167 mg.), m.p. 141°-142°, νmax. (EtOH) 230 nm (ε 3,910), λmax. (Nujol) 3392 (--NH--) 1692 and 1515 cm.-1 (CONH). Further examples provided in Table II were prepared by the following general methods:

후처리

  1. customThe chloroform solution was evaporated to dryness under reduced pressure
  2. customthe residue was recrystallised from aqueous methanol

출처 및 근거

ORD 기록
ord-c0f9b0063d134453b8a37759ce16b04c
출처 데이터셋
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03991067

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