Guanidine Hydrochloride → 5,5-Difluoro-1,4,5,6-tetrahydro-2-pyrimidinamine

HRID 505343Notes

Reaction equation

Cl.Cl.[F:3][C:4]([F:9])([CH2:7][NH2:8])[CH2:5][NH2:6].Cl.[NH2:11][C:12](N)=N.C[O-].[Na+]>>[F:3][C:4]1([F:9])[CH2:7][NH:8][C:12]([NH2:11])=[N:6][CH2:5]1

Participants

Reactant 3

HCID 5742Guanidine Hydrochloride

HCID 10942334Sodium Methoxide

HCID 222877692,2-Difluoropropane-1,3-diamine dihydrochloride

Product 1

HCID 120527235,5-Difluoro-1,4,5,6-tetrahydro-2-pyrimidinamine

Conditions

Temperature: 150 °C

Procedure

A mixture of 2.95 g (16.12 mmol) of 2,2-difluoro-1,3-propandiamine dihydrochloride (Tetrahedron (1994) 50(29), 8617-8632), 1.54 g (16.12 mmol) of guanidine hydrochloride and 2.19 g (32.23 mmol) of sodium methylate was heated at 150° C. during 18 h. The cooled mixture was used as such in the subsequent step.

Sources & evidence

ORD record: ord-5c37a38c1b4c42caac3d84f1535e18be
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07781440B2

Reaction notes

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