Hydrazine → HCID 60209693, compound

HRID 2063594Notes

Reaction equation

HRID 2063594 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[NH2:19][NH2:20]>C1COCC1>[ClH:1].[ClH:1].[NH:19]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[N:3]=1)[NH2:20]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 27854214-Chloro-2-methylquinazoline

Product 1

HCID 60209693HCID 60209693, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-chloro-2-methylquinazoline (2 g, 0.111 mol) in dry THF (50 ml) was added potassium carbonate (2.3 g, 0.016 mol) followed by anhydrous hydrazine (0.43 g. 0.013 mol). The reaction mixture was stirred at room temperature for 2 h and filtered. The filtrate was evaporated under reduced pressure and the residue was treated with HCl in dioxane (2M, 50 ml). The solid precipitated was filtered and dried under vacuum to afford 2 g (74%) of the titled compound as a yellow solid.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated under reduced pressure
  3. additionthe residue was treated with HCl in dioxane (2M, 50 ml)
  4. customThe solid precipitated
  5. filtrationwas filtered
  6. customdried under vacuum

Sources & evidence

ORD record
ord-2180cf6773a24af2a4818192c76d7a05
Source dataset
uspto-grants-2012_10
Patent number
US08288398B2

Reaction notes

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