Hydrochloric Acid → 2,4-Diaminoquinazoline-6-carbonitrile

HRID 363751

Reaction equation

HRID 363751 reaction equation
[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7](N)[CH:8]=2)[N:3]=1.Cl.N([O-])=O.[Na+].[C-:19]#[N:20].[K+]>O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2]>[NH2:1][C:2]1[N:11]=[C:10]([NH2:12])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:19]#[N:20])[CH:8]=2)[N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 2926612,4,6-TriaminoquinazolineHCID 23668193Sodium Nitrite

Product 1

HCID 2826992,4-Diaminoquinazoline-6-carbonitrile

Reagents, catalysts & solvents 2

HCID 24463Copper sulfate pentahydrateCatalystHCID 962WaterSolvent

Procedure

The 2,4,6-triaminoquinazoline derivatives described above may then optionally be treated with 2N hydrochloric acid, sodium nitrite, potassium cyanide, and copper(II) sulfate pentahydrate in water, affording the corresponding 2,4-diamino-6-cyanoquinazoline, for example, 2,4-diamino-6-cyano-5-methylquinazoline. Step A of Example 14 describes in detail this step in the reaction sequence.

Sources & evidence

ORD record
ord-7277bc0011fe405dad56b577b77780ee
Source dataset
uspto-grants-1999_02
Patent number
US05874579

Linked notes

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