Ammonia → 2-Chloro-4-amino-7,8-dimethoxyquinazoline

HRID 354803Notes

Reaction equation

HRID 354803 reaction equation
[NH3:1].[Cl:2][C:3]1[N:12]=[C:11](Cl)[C:10]2[C:5](=[C:6]([O:16][CH3:17])[C:7]([O:14][CH3:15])=[CH:8][CH:9]=2)[N:4]=1>O1CCCC1>[Cl:2][C:3]1[N:12]=[C:11]([NH2:1])[C:10]2[C:5](=[C:6]([O:16][CH3:17])[C:7]([O:14][CH3:15])=[CH:8][CH:9]=2)[N:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12320022HCID 12320022, compound

Product 1

HCID 129200082-Chloro-4-amino-7,8-dimethoxyquinazoline

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ammonia was passed into a solution of 2,4-dichloro-7,8-dimethoxyquinazoline (287 g., 1.11 moles) in tetrahydrofuran (6 liters) for five hours at room temperature. After stirring an additional hour the suspension was concentrated in vacuo to 2 liters and filtered. The solid was suspended in 2 liters of water, filtered, washed with water and cold methanol. Recrystallization from dimethylformamide/water yielded 164 g. (62%) of pure product, M.P. 300° (dec.).

Workup

  1. concentrationwas concentrated in vacuo to 2 liters
  2. filtrationfiltered
  3. filtrationfiltered
  4. washwashed with water and cold methanol
  5. customRecrystallization from dimethylformamide/water
  6. customyielded 164 g

Sources & evidence

ORD record
ord-6d2247ab96764c0d835fb652b9a008f6
Source dataset
uspto-grants-1983_03
Patent number
US04377581

Reaction notes

Loading…