Hexane → HCID 54027312, compound

HRID 1588705Notes

Reaction equation

HRID 1588705 reaction equation
C(O[CH:4](OCC)[N:5]([CH3:7])[CH3:6])C.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]([CH3:26])[C:20]([NH:22][N+:23]([O-:25])=[O:24])=[NH:21])=[CH:14][N:13]=1.CCCCCC>O1CCOCC1>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][N:19]([CH3:26])[C:20]([N:21]=[CH:4][N:5]([CH3:7])[CH3:6])=[N:22][N+:23]([O-:25])=[O:24])=[CH:14][N:13]=1

Participants

5

Reactant 3

HCID 8058HexaneHCID 70913Dimethylformamide diethylacetalHCID 1359912341-[(6-Chloro-3-pyridinyl)methyl]-1-methyl-3-nitroguanidine

Product 1

HCID 54027312HCID 54027312, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
130 °C

Procedure

Variant a): 1.5 g of N,N-dimethylformamide-diethyl-acetal are added to 2.43 g of N-(2-chloropyrid-5-ylmethyl)-N-methyl-N'-nitroguanidine in 75 ml of dioxane. The mixture is heated at 130° C. for 45 minutes and is then freed of solvent using a rotary evaporator. The crude product is chromatographed over silica gel using first ethyl acetate and then ethyl acetate/ethanol (5:1). A viscous oil is formed which, after the addition of hexane, yields crystals of the desired product (m.p.: 85°-89° C.).

Workup

  1. customa rotary evaporator
  2. customThe crude product is chromatographed over silica gel using first ethyl acetate
  3. customA viscous oil is formed which

Sources & evidence

ORD record
ord-0fdb9d89cc4a4fc29556b1be3ae717ad
Source dataset
uspto-grants-1993_06
Patent number
US05223520

Reaction notes

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