5-amino-3-[N-(2-mercaptoethyl)benzylamino]-1,2,4-triazole → bis{2-[N-benzyl-N-(5-amino-1,2,4-triazol-3-yl) amino]ethyl}disulfide

HRID 1086304Notes

Reaction equation

HRID 1086304 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([N:7]([CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:9][SH:10])[N:3]=1>CO>[CH2:11]([N:7]([CH2:8][CH2:9][S:10][S:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]1[N:3]=[C:2]([NH2:1])[NH:6][N:5]=1)[C:4]1[N:3]=[C:2]([NH2:1])[NH:6][N:5]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 1

HCID 542050265-amino-3-[N-(2-mercaptoethyl)benzylamino]-1,2,4-triazole

Product 1

HCID 14893653bis{2-[N-benzyl-N-(5-amino-1,2,4-triazol-3-yl) amino]ethyl}disulfideYield 90.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.0 g of 5-amino-3-[N-(2-mercaptoethyl)benzylamino]-1,2,4-triazole, 20 ml of methanol and 5 mg of ferrous sulfate heptahydrate was stirred at room temperature for 16 hours. After the reaction, the resulting crystals were collected by filtration to give 0.9 g of bis{2-[N-benzyl-N-(5-amino-1,2,4-triazol-3-yl) amino]ethyl}disulfide (Compound 7).

Workup

  1. customAfter the reaction
  2. filtrationthe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-b173b117a89a41febf3cc5c1d8e92e13
Source dataset
uspto-grants-1991_07
Patent number
US05028716

Reaction notes

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