Hydrochloric Acid → 4,6-Diaminoquinazoline hydrochloride

HRID 1719924Notes

Reaction equation

HRID 1719924 reaction equation
[ClH:1].O.[NH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=2)[N:7]=[CH:6][N:5]=1>[Fe].C(O)C>[ClH:1].[NH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([NH2:14])[CH:12]=2)[N:7]=[CH:6][N:5]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 130604546-Nitroquinazolin-4-amine

Product 1

HCID 202660864,6-Diaminoquinazoline hydrochloride

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of iron (113.9 g), conc. hydrochloric acid (57 ml) and water (2.3 liters) was stirred at 95° C. for 20 minutes. To the mixture was added during 10 minutes 4-amino-6-nitroquinazoline (114.1 g). The reaction mixture was stirred at 95° C. for an hour and a half and then filtered. The filter cake was washed with hot water. The combined filtrate and washings were concentrated under reduced pressure to give a residue, to which was added a small volume of ethanol to give precipitates. The precipitates were separated by filtration and dried to give 4,6-diaminoquinazoline hydrochloride (94.8 g). The same compound (4.3 g) was recovered from the mother liquor in the same manner as mentioned above.

Workup

  1. stirringThe reaction mixture was stirred at 95° C. for an hour
  2. filtrationa half and then filtered
  3. washThe filter cake was washed with hot water
  4. concentrationThe combined filtrate and washings were concentrated under reduced pressure
  5. customto give a residue
  6. customto give
  7. customprecipitates
  8. customThe precipitates were separated by filtration
  9. customdried

Sources & evidence

ORD record
ord-9f7045c3b839405c84a927ae68d0b811
Source dataset
uspto-grants-1985_09
Patent number
US04543356

Reaction notes

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