5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → Guanidine, N-cyano-N',N''-bis(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-

HRID 224644Notes

Reaction equation

HRID 224644 reaction equation
[NH2:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][N:12]([CH3:14])[CH3:13])=[CH:8][CH:7]=1.[C:15]([N:17]=[C:18](SC)[NH:19][CH2:20][CH2:21][S:22][CH2:23][C:24]1[O:25][C:26]([CH2:29][N:30]([CH3:32])[CH3:31])=[CH:27][CH:28]=1)#[N:16]>>[C:15]([N:17]=[C:18]([NH:19][CH2:20][CH2:21][S:22][CH2:23][C:24]1[O:25][C:26]([CH2:29][N:30]([CH3:32])[CH3:31])=[CH:27][CH:28]=1)[NH:1][CH2:2][CH2:3][S:4][CH2:5][C:6]1[O:10][C:9]([CH2:11][N:12]([CH3:14])[CH3:13])=[CH:8][CH:7]=1)#[N:16]

Participants

3

Reactant 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 178503926HCID 178503926, compound

Product 1

HCID 178483231Guanidine, N-cyano-N',N''-bis(2-(((5-((dimethylamino)methyl)-2-furanyl)methyl)thio)ethyl)-Yield 57.1%

Procedure

A mixture of 5-[[(2-aminoethyl)thio]methyl]N,N-dimethyl-2-furanmethanamine (1.39 g) and N'-cyano-N-[2-[[5-[(dimethylamino)methyl]-2-furanylmethyl]thio]ethyl]carbamimidothioic acid, methyl ester (2.0 g) was heated at 120° for 2 days. The oily product was subjected to column chromatography (silica-methanol) giving the title compound as a yellow oil (1.75 g).

Workup

  1. temperaturewas heated at 120° for 2 days

Sources & evidence

ORD record
ord-ca3dd2201650422790bc95fa3f3ec59c
Source dataset
uspto-grants-1980_11
Patent number
US04233302

Reaction notes

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