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

HRID 1586955Notes

Reaction equation

[ClH:1].[NH2:2][C:3]1[N:8]=[C:7](O)[C:6]([NH2:10])=[C:5](O)[N:4]=1.[Cl-:12].C([N+]1(C)CCCCC1)C.P(Cl)(Cl)(Cl)=O>>[NH2:2][C:3]1[N:8]=[C:7]([Cl:1])[C:6]([NH2:10])=[C:5]([Cl:12])[N:4]=1

Participants

Reactant 3

HCID 24813Phosphorus oxychloride

HCID 15935269HCID 15935269, compound

HCID 178479162HCID 178479162, compound

Product 1

HCID 3010392,5-Diamino-4,6-dichloropyrimidineYield 65%

Procedure

Dry 2,5-Diamino-4,6-dihydroxypyrimidine hydrochloride (3.6 g), dry N-ethyl-N-methyl piperidinium chloride (22 g) and phosphorus oxychloride (13 ml) were heated at 105° with stirring for 24 hours. The reaction mixture was processed as in Example 1 to give 2.27 g (65% yield) of 2,5-diamino-4,6-dichloropyrimidine.

Sources & evidence

ORD record: ord-b471ffe0439241508ca452f13b8e7d04
Source dataset: uspto-grants-1993_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05216161

Reaction notes

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