Ammonium Hydroxide → 2-Chloro-5,6,7,8-tetrahydroquinazoline

HRID 1934803Notes

Reaction equation

HRID 1934803 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1.[NH4+].[OH-]>C(Cl)Cl.[Cl-].[Na+].O.[Zn]>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1

Participants

6

Reactant 2

HCID 14923Ammonium HydroxideHCID 126028642,4-Dichloro-5,6,7,8-tetrahydroquinazoline

Product 1

HCID 129338762-Chloro-5,6,7,8-tetrahydroquinazoline

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 6344DichloromethaneSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

2, 4-Dichloro-5,6,7,8-tetrahydroquinazoline (4 g) is dissolved in 50 mL of methylene chloride and the resulting solution covered with 9% NH4OH in saturated brine. Zinc (4 g) is added and the resulting mixture gently refluxed overnight. After filtration through celite, the organic layer is washed with water, dried and concentrated.

Workup

  1. customthe resulting mixture gently refluxed overnight
  2. filtrationAfter filtration through celite
  3. washthe organic layer is washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c1321509788c4a2fb398668b59901f1e
Source dataset
uspto-grants-2002_05
Patent number
US06384224B2

Reaction notes

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