Hydrochloric Acid → HCID 178425541, compound

HRID 482575Notes

Reaction equation

HRID 482575 reaction equation
[C:1]([N:3]([CH3:11])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[CH:5]=1)#[N:2].[C:12]1([NH2:22])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1.Cl>>[C:12]1([NH:22][C:1]([N:3]([C:4]2[CH:5]=[C:6]([CH3:10])[CH:7]=[CH:8][CH:9]=2)[CH3:11])=[NH:2])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 86401-NaphthylamineHCID 10261216HCID 10261216, compound

Product 1

HCID 178425541HCID 178425541, compound

Procedure

A mixture of N-cyano-N-methyl-3-toluidine (0.47 g, 3.22 mmol) and 1-naphthylamine.HCl (0.54 g, 3 mmol) in a 5 ml round bottom flask was heated in a preheated oil bath at 170°-190° C. for 3 h under N2. The dark brown solution was allowed to cool to room temperature, and it became a rocky solid. The crude product was flash chromatographed on silica gel to yield N-(1-naphthyl)-N'-(m-tolyl)-N'-methylguanidine.HCl (40% yield) as a white powder.

Workup

  1. customchromatographed on silica gel

Sources & evidence

ORD record
ord-b4750b60cb55480898074eaca6bffb7d
Source dataset
uspto-grants-1998_08
Patent number
US05798390

Reaction notes

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