Hydrazine hydrate (1:1) → N5-[2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-1H-1,2,4-triazole-3,5-diamine

HRID 325697Notes

Reaction equation

HRID 325697 reaction equation
[OH2:1].[NH2:2][NH2:3].[C:4]([NH:6][C:7](SC)=[N:8][CH2:9][CH2:10][S:11][CH2:12][C:13]1O[C:15]([CH2:18][N:19]([CH3:21])[CH3:20])=[CH:16][CH:17]=1)#[N:5]>C(O)C>[CH3:20][N:19]([CH2:18][C:15]1[O:1][C:13]([CH2:12][S:11][CH2:10][CH2:9][NH:8][C:7]2[NH:3][N:2]=[C:4]([NH2:5])[N:6]=2)=[CH:17][CH:16]=1)[CH3:21]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13486641N'-cyano-N-[2-[[5-[(dimethylamino)methyl]-2-furanylmethyl]thio]ethyl]carbamimidothioic acid, methyl ester

Product 1

HCID 178483218N5-[2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-1H-1,2,4-triazole-3,5-diamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine hydrate (3.5 ml) was added to a solution of N-cyano-N'-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]carbamimidothioic acid, methyl ester (5.47 g) in ethanol (40 ml). After stirring for 3 days at room temperature the solvent was removed and the residual oil crystallised from water to give the title compound as white needles (2.95 g) m.p. 76°-78.5°.

Workup

  1. customwas removed
  2. customthe residual oil crystallised from water

Sources & evidence

ORD record
ord-291e5644940d49edbe8da97eff3f99e5
Source dataset
uspto-grants-1984_04
Patent number
US04442110

Reaction notes

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