Aniline → HCID 22386596, compound

HRID 1072424Notes

Reaction equation

HRID 1072424 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[NH2:10][C:11]1[N:20]=[C:19]([NH2:21])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2F)[N:12]=1>CS(C)=O>[NH2:10][C:11]1[N:20]=[C:19]([NH2:21])[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:12]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 24758Sodium hydrideHCID 4562462,4-Quinazolinediamine, 5-fluoro-

Product 1

HCID 22386596HCID 22386596, compoundYield 4.8%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Aniline (5.0 g, 50 mmol, Aldrich), sodium hydride (1.5 g, 50 mmol of an 80% dispersion in mineral oil) and 2,4-diamino-5-fluoroquinazoline (4.4 g, 25 mmol) in 80 mL of dimethyl sulfoxide were reacted as in Procedure A to give 0.3 g (4.8% yield) of 2,4-diamino-5-anilinoquinazoline, m.p. 279-283° C. (dec).

Sources & evidence

ORD record
ord-ad76c076f96d4a8a8a5bf48aa0bfdfe5
Source dataset
uspto-grants-2005_06
Patent number
US06911446B2

Reaction notes

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