Potassium Hydroxide → quinazolin-6-amine

HRID 254991Notes

Reaction equation

HRID 254991 reaction equation
Cl[Sn]Cl.[N+:4]([C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[CH:10]2)([O-])=O.[OH-].[K+]>Cl>[NH2:4][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[CH:10]2

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 24479Stannous ChlorideHCID 6002116-Nitroquinazoline

Product 1

HCID 589288quinazolin-6-amine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

SnCl2 (8.5 g) dissolved in 8.5 mL of conc. HCl was added to the solution of 6-nitroquinazoline in 42.5 mL of 6 N HCl at 0° C. The reaction mixture was neutralized with KOH 10 minutes later and then extracted with diethyl ether (Et2O) and EtOAc. The product 6-aminoquinazoline was obtained (0.67 g) after the removal of the solvent.

Workup

  1. extractionextracted with diethyl ether (Et2O) and EtOAc

Sources & evidence

ORD record
ord-69ab7d99602b4389b5681667037649b4
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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