Hydrazine → N-cyano-N'-{2-[2-(5-dimethylaminomethyl-2-furyl)ethylthio]ethyl}-S-methylisothiourea
Reaction equation
C1(=O)[N:5]([CH2:6][CH2:7][S:8][CH2:9][CH2:10][C:11]2[O:12][C:13]([CH2:16][N:17]([CH3:19])[CH3:18])=[CH:14][CH:15]=2)C(=O)C2=CC=CC=C12.NN.[C:28]([N:30]=[C:31]([S:34][CH3:35])SC)#[N:29]>>[C:28]([NH:30][C:31](=[N:5][CH2:6][CH2:7][S:8][CH2:9][CH2:10][C:11]1[O:12][C:13]([CH2:16][N:17]([CH3:18])[CH3:19])=[CH:14][CH:15]=1)[S:34][CH3:35])#[N:29]Participants
4
Procedure
When 1-phthalimido-2-[2-(5-dimethylaminomethyl-2-furyl)ethylthio]ethane is treated with hydrazine and the resultant substituted ethylamine is reacted with dimethyl cyanodithioimidocarbonate there is produced N-cyano-N'-{2-[2-(5-dimethylaminomethyl-2-furyl)ethylthio]ethyl}-S-methylisothiourea, and when this is reacted with propargylamine according to the general procedure of Example 3 the title compound is produced.
Sources & evidence
- ORD record
- ord-a4c8bd98fd07484c963b206c272b1c1d
- Source dataset
- uspto-grants-1980_05
- Patent number
- US04203909
Reaction notes
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