5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → 1-Cyano-2-(2-propynylamino)-2-{2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamino}ethylene

HRID 1395388Notes

Reaction equation

HRID 1395388 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].[C:15]([CH:17]=[C:18](OCC)[NH:19][C:20]#[C:21][CH3:22])#[N:16].C(N)C#C.C(C=C(OCC)OCC)#N>>[C:15]([CH:17]=[C:18]([NH:19][CH2:20][C:21]#[CH:22])[NH:14][CH2:13][CH2:12][S:11][CH2:10][C:8]1[O:9][C:5]([CH2:4][N:2]([CH3:1])[CH3:3])=[CH:6][CH:7]=1)#[N:16]

Participants

5

Reactant 4

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 239041PropargylamineHCID 155578483,3-DiethoxyacrylonitrileHCID 867369511-Cyano-2-ethoxy-2-propynylaminoethylene

Product 1

HCID 867369891-Cyano-2-(2-propynylamino)-2-{2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamino}ethylene

Procedure

When 2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethylamine is reacted with 1-cyano-2-ethoxy-2-propynylaminoethylene [prepared from propargylamine and 1-cyano-2,2-bis(ethoxy)ethylene, which itself is prepared by the procedure described in J. Am. Chem. Soc., 71, 47 (1949)], the title product is produced.

Workup

  1. customis prepared by the procedure

Sources & evidence

ORD record
ord-aa037cc5e524484890ac3a2121e5730a
Source dataset
uspto-grants-1980_05
Patent number
US04203909

Reaction notes

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