Phosphorus oxychloride → 2,5-Diamino-4,6-dichloropyrimidine

HRID 1586954Notes

Reaction equation

HRID 1586954 reaction equation
[ClH:1].[NH2:2][C:3]1[N:8]=[C:7](O)[C:6]([NH2:10])=[C:5](O)[N:4]=1.P(Cl)(Cl)([Cl:14])=O>[Cl-].C([N+](CC)(CC)CC)C>[NH2:2][C:3]1[N:8]=[C:7]([Cl:1])[C:6]([NH2:10])=[C:5]([Cl:14])[N:4]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178479162HCID 178479162, compound

Product 1

HCID 3010392,5-Diamino-4,6-dichloropyrimidineYield 50%

Reagents, catalysts & solvents 1

HCID 5946Tetraethylammonium ChlorideCatalyst

Procedure

Dry 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (1.8 g), tetraethyl ammonium chloride (9.8 g) (dry) and phosphorus oxychloride (5.5 ml) were heated at 105° for 20 hours. The reaction mixture was processed as in Example 1 on a smaller scale to give 0.9 g (50% yield) 2,5-diamino-4,6-dichloropyrimidine.

Sources & evidence

ORD record
ord-3c739de22eb046e492be0d642f82cb2b
Source dataset
uspto-grants-1993_06
Patent number
US05216161

Reaction notes

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