2-Amino-6-methylbenzonitrile → Quinazoline, 2,4-diamino-5-methyl-(7CI,8CI)

HRID 52657

Reaction equation

HRID 52657 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[C:4]#[N:5].Cl.Cl[C:13]([NH2:15])=[NH:14]>COCCOCCOC>[NH2:15][C:13]1[N:14]=[C:4]([NH2:5])[C:3]2[C:2](=[CH:9][CH:8]=[CH:7][C:6]=2[CH3:10])[N:1]=1

Participants

4

Reactant 2

HCID 2799732-Amino-6-methylbenzonitrileHCID 3084509Chloroformamidinium chloride

Product 1

HCID 198062Quinazoline, 2,4-diamino-5-methyl-(7CI,8CI)Yield 86.9%

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

This compound was prepared in a manner analogous to that of Step E of Example 1, using 10.0 grams (0.076 mole) of 2-amino-6-methylbenzonitrile (prepared as in Example 1, Step B), and 10.0 grams (0.087 mole) of chloroformamidine hydrochloride in 40 mL of 2-methoxyethyl ether, yielding 11.5 grams of 2,4-diamino-5-methylquinazoline. The NMR spectrum was consistent with the proposed structure.

Workup

  1. customThis compound was prepared in a manner analogous to that of Step E of Example 1

Sources & evidence

ORD record
ord-5bff3e82ae1c49429521657f681739cb
Source dataset
uspto-grants-1997_04
Patent number
US05616718

Linked notes

Loading…