Benzaldehyde → 5-Amino-3-[(N-benzylidene)amino]-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole

HRID 1289780Notes

Reaction equation

HRID 1289780 reaction equation
[NH2:1][C:2]1[N:6]=[C:5]([NH2:7])[N:4]([C:8]([NH:10][CH3:11])=[S:9])[N:3]=1.[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[NH2:7][C:5]1[N:4]([C:8]([NH:10][CH3:11])=[S:9])[N:3]=[C:2]([N:1]=[CH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:6]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 10725863HCID 10725863, compound

Product 1

HCID 443321545-Amino-3-[(N-benzylidene)amino]-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazoleYield 47%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

The compound (3.00 g) obtained in Example 31, ethanol (100 ml), benzaldehyde (1.99 g) and DL-camphor-10-sulfonic acid (110 mg) were stirred with heating in an oil bath at 60° C. for 5 hours. After the reaction, the mixture was cooled to room temperature and the resulting crystals were collected by filtration, which were washed with ethanol and dried to give 2.13 g of pale-yellow crystals (yield 47%).

Workup

  1. customAfter the reaction
  2. temperaturethe mixture was cooled to room temperature
  3. filtrationthe resulting crystals were collected by filtration, which
  4. washwere washed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-8c1b8655081740ddaa47991b56041e15
Source dataset
uspto-grants-1998_05
Patent number
US05750545

Reaction notes

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