HCID 21416699, compound → HCID 21416713, compound

HRID 1657416Notes

Reaction equation

HRID 1657416 reaction equation
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][C:20]([N+:26]([O-])=O)=[CH:21][CH:22]=3)[CH2:17]2)[N:3]=1>Cl>[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[C:4]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][C:20]([NH2:26])=[CH:21][CH:22]=3)[CH2:17]2)[N:3]=1

Participants

3

Reactant 1

HCID 21416699HCID 21416699, compound2×

Product 1

HCID 21416713HCID 21416713, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Conditions

Temperature
0 °C

Procedure

4-Amino-6,7-dimethoxy-2-(7-nitro-1,2,3,4-tetrahydroisoquinolin-2-yl)quinazoline (2.0 g.), the product of Example 12, was slurried in 6N hydrochloric acid solution (100 ml.) and the resulting mixture was cooled with stirring to 0°C. A solution of stannous chloride (20.0 g.) in 6N hydrochloric acid (20 ml.) was then added, and the reaction mixture was heated gradually to 70°C., followed by cooling to give a white solid precipitate. The latter material was collected by means of suction filtration and thereafter recrystallized from ethanol to afford 1.0 g. of pure final product as the dihydrochloride dihydrate, m.p. 265°-266°C.

Workup

  1. temperaturethe resulting mixture was cooled
  2. temperaturethe reaction mixture was heated gradually to 70°C.
  3. temperatureby cooling
  4. customto give a white solid precipitate
  5. filtrationThe latter material was collected by means of suction filtration
  6. customrecrystallized from ethanol
  7. customto afford 1.0 g

Sources & evidence

ORD record
ord-636dabe90c564aacb55fd6e86bd6d57b
Source dataset
uspto-grants-1976_06
Patent number
US03960861

Reaction notes

Loading…