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Diethyl Ether → 5-Cyanomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

HRID 255726
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HRID 255726 반응식
[C-:1]#[N:2].[Na+].Br[CH2:5][C:6]1[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=2)=[N:8][C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:11]=1[CH3:12].C(OCC)C>O.C(O)C.O1CCCC1>[C:1]([CH2:5][C:6]1[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:25]([O-:27])=[O:26])[CH:20]=2)=[N:8][C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:11]=1[CH3:12])#[N:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 3283Diethyl EtherHCID 8929Sodium CyanideHCID 104300785-Bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine

생성물 1

HCID 99967205-Cyanomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine수율 87.2%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962
Water
용매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of sodium cyanide (4.8 g) in water (50 ml) was added a suspension of 5-bromomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (30 g) in a mixture of ethanol (180 ml) and tetrahydrofuran (180 ml), and the mixture was refluxed for 2 hours. The reaction mixture was poured into a mixture of ice-water (200 ml) and diethyl ether (200 ml). The precipitate was filtered, washed with water, dried in vacuo to give 5-cyanomethyl-6-methyl-2-phenyl-4-(3-nitrophenyl)pyrimidine (22.5 g).

후처리

  1. temperaturethe mixture was refluxed for 2 hours
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-5490fe87ae1947839a9efc4a0af54a6b
출처 데이터셋
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04698340

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