Dimethylamine → HCID 59533969, compound

HRID 1697277Notes

Reaction equation

HRID 1697277 reaction equation
[CH3:1][NH:2][CH3:3].Cl[C:5]1[C:14]2[C:9](=[C:10]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:12][CH:13]=2)[N:8]=[CH:7][N:6]=1>O1CCCC1.O1CCOCC1>[N+:15]([C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:9]=1[N:8]=[CH:7][N:6]=[C:5]2[N:2]([CH3:3])[CH3:1])([O-:17])=[O:16]

Participants

5

Reactant 2

HCID 674Dimethylamine2×HCID 114584714-Chloro-8-nitroquinazoline

Product 1

HCID 59533969HCID 59533969, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 312751,4-DioxaneSolvent

Procedure

2.40 ml of a solution of dimethylamine in tetrahydrofuran (2 M) are added to 500 mg 4-chloro-8-nitro-quinazoline in 3 ml dioxane and the reaction mixture is stirred for one hour at ambient temperature, then another 1 ml of a solution of dimethylamine in tetrahydrofuran (2 M) is added. The reaction mixture is stirred overnight and then evaporated down in vacuo. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (65:35 to 40:60).

Workup

  1. stirringThe reaction mixture is stirred overnight
  2. customevaporated down in vacuo
  3. customThe flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (65:35 to 40:60)

Sources & evidence

ORD record
ord-421b92152a194927ae1a1a1ba4c994a0
Source dataset
uspto-grants-2012_04
Patent number
US08163911B2

Reaction notes

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