5-Dimethylaminomethylfurfuryl chloride hydrochloride → N-Cyano-N'-(2-propyn-1-yl)-N"-{2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethyl}guanidine

HRID 1395383Notes

Reaction equation

HRID 1395383 reaction equation
[C:1]([NH:3][C:4]([NH:9][CH2:10][C:11]#[CH:12])=[N:5][CH2:6][CH2:7][SH:8])#[N:2].Cl.[CH3:14][N:15]([CH2:17][C:18]1[O:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1)[CH3:16]>C(O)C>[C:1]([NH:3][C:4]([NH:9][CH2:10][C:11]#[CH:12])=[N:5][CH2:6][CH2:7][S:8][CH2:22][C:21]1[O:24][C:18]([CH2:17][N:15]([CH3:16])[CH3:14])=[CH:19][CH:20]=1)#[N:2]

Participants

4

Reactant 2

HCID 129547925-Dimethylaminomethylfurfuryl chloride hydrochlorideHCID 136182246N-Cyano-N'-propargyl-N"-(2-mercaptoethyl)guanidine

Product 1

HCID 136088352N-Cyano-N'-(2-propyn-1-yl)-N"-{2-[(5-dimethylaminomethyl-2-furyl)methylthio]ethyl}guanidine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of N-cyano-N'-(2-propyn-1-yl)-N"-(2-mercaptoethyl)guanidine [prepared according to the procedure described in U.S. Pat. No. 4,112,234] in ethanol is reacted with an ethanol solution of about an equimolar amount of 5-dimethylaminomethylfurfuryl chloride hydrochloride and about two equivalents of base, and the title product is thereby produced.

Sources & evidence

ORD record
ord-90ae131cd77843929408725b268690f7
Source dataset
uspto-grants-1980_05
Patent number
US04203909

Reaction notes

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