Chlorobenzene → N-(Adamantan-1-yl)-N'-(2,4-difluorophenyl)guanidine

HRID 1900149Notes

Reaction equation

HRID 1900149 reaction equation
ClC1C=CC=CC=1.Cl.[F:9][C:10]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:11]=1[NH2:12].[C:18]12([NH:28][C:29]#[N:30])[CH2:27][CH:22]3[CH2:23][CH:24]([CH2:26][CH:20]([CH2:21]3)[CH2:19]1)[CH2:25]2>Cl.CO>[C:18]12([NH:28][C:29]([NH:12][C:11]3[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:10]=3[F:9])=[NH:30])[CH2:27][CH:22]3[CH2:23][CH:24]([CH2:26][CH:20]([CH2:21]3)[CH2:19]1)[CH2:25]2

Participants

6

Reactant 3

HCID 7964ChlorobenzeneHCID 124358461-AdamantylcyanamideHCID 218323052,4-Difluoroaniline hydrochloride

Product 1

HCID 178512047N-(Adamantan-1-yl)-N'-(2,4-difluorophenyl)guanidine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A single neck glass 100 ml round bottom flask was charged with chlorobenzene (20 ml), 2,4-difluoroaniline hydrochloride (prepared from the free base, Aldrich, by dissolving in 5% HCl in MeOH and concentrating, 2.0 g, 12 mmol) and 1-adamantylcyanamide (2.13 g, 12 mmol).

Workup

  1. customprepared from the free base, Aldrich
  2. concentrationconcentrating

Sources & evidence

ORD record
ord-079199f940f7453ab0c9e1e6e9597938
Source dataset
uspto-grants-1996_11
Patent number
US05574070

Reaction notes

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