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Water → 1-(2-Chloro-5-pyridylmethyl)-5-methyl-2-nitroiminohexahydro-1,3,5-triazine

HRID 862390
ノート
印刷プレビュー

反応式

HRID 862390 の反応式
[CH3:1][N:2]1[CH2:7][NH:6][C:5](=[N:8][N+:9]([O-:11])=[O:10])[NH:4][CH2:3]1.[H-].[Na+].[Cl:14][C:15]1N=[CH:19][C:18]([CH2:21]Cl)=[CH:17][N:16]=1.O.[CH3:24]N(C)C=O.CN(C=O)C>CN(C=O)C>[Cl:14][C:15]1[CH:24]=[CH:19][C:18]([CH2:21][N:6]2[CH2:7][N:2]([CH3:1])[CH2:3][NH:4][C:5]2=[N:8][N+:9]([O-:11])=[O:10])=[CH:17][N:16]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 962WaterHCID 24758Sodium hydrideHCID 17824068DMF dimethylformamideHCID 220528832-Chloro-5-(chloromethyl)pyrimidineHCID 1354673605-Methyl-2-nitroimino-hexahydro-1,3,5-triazine

生成物 1

HCID 1364010691-(2-Chloro-5-pyridylmethyl)-5-methyl-2-nitroiminohexahydro-1,3,5-triazine

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

5-Methyl-2-nitroimino-hexahydro-1,3,5-triazine (3.0 g) was dissolved in dimethylformamide/DMF (20 ml), followed by portionwise addition of sodium hydride (950 mg: oil free) thereto at a temperature in the range of from 0° to 5° C. After one hour stirring at 0° to 5° C. a solution of 2-chloro-5-chloromethyl-pyrimidine (3.1 g) in 20 ml of DMF was added dropwise to the solution, the temperature was kept constant, followed by a five hour stirring. The reaction mixture thus obtained was poured into iced water, subjected to extraction with methylene chloride a few times and then the extract was dried with anhydrous magnesium sulfate which was removed from the solvent. The thus obtained residue was purified by silica gel column chromatography (eluant: ethanol: chloroform=1: 20), to obtain the desired 1-(2-chloro-5-pyridylmethyl)-5-methyl-2-nitroimino-hexahydro-1,3,5-triazine (3.7 g) having a melting point in the range of from 160° to 161° C.

後処理

  1. customof from 0° to 5° C
  2. additionwas added dropwise to the solution
  3. customThe reaction mixture thus obtained
  4. extractionsubjected to extraction with methylene chloride a few times
  5. dry with materialthe extract was dried with anhydrous magnesium sulfate which
  6. customwas removed from the solvent
  7. customThe thus obtained residue was purified by silica gel column chromatography (eluant: ethanol: chloroform=1: 20)

出典と根拠

ORDレコード
ord-4226ff06c93043f4bde3603d05b18598
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05719146

反応ノート

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