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

HRID 2270429Notes

Reaction equation

HRID 2270429 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-471b5a30b8d444c5baeeffc377f0a3d0
Source dataset
uspto-grants-2001_12
Patent number
US06331629B1

Reaction notes

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