2-Methyl-4[4,5-dichloro-2-nitroanilino]-1,2,3-triazole-5-carbonitrile → HCID 178478931, compound

HRID 1388254Notes

Reaction equation

HRID 1388254 reaction equation
[CH3:1][N:2]1[N:6]=[C:5]([NH:7][C:8]2[CH:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[CH:10][C:9]=2[N+:16]([O-])=O)[C:4]([C:19]#[N:20])=[N:3]1>C(O)C.Cl>[ClH:14].[NH2:20][C:19]1[C:4]2[C:5](=[N:6][N:2]([CH3:1])[N:3]=2)[NH:7][C:8]2[CH:13]=[C:12]([Cl:14])[C:11]([Cl:15])=[CH:10][C:9]=2[N:16]=1

Participants

4

Reactant 1

HCID 130228262-Methyl-4[4,5-dichloro-2-nitroanilino]-1,2,3-triazole-5-carbonitrile

Product 1

HCID 178478931HCID 178478931, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

To a slurry of 2-methyl-4[4,5-dichloro-2-nitroanilino]-1,2,3-triazole-5-carbonitrile (1.1 g) in ethanol (10 ml) was added anhydrous stannous chloride (2.0 g) in concentrated hydrochloric acid (10 ml) and the solution heated at reflux for one hour, cooled and the resulting solid filtered and dried at 70° C. under reduced pressure to give an orange crystalline solid, recrystallised from ethanol, melting point >255° C.

Workup

  1. temperaturethe solution heated
  2. temperatureat reflux for one hour
  3. temperaturecooled
  4. filtrationthe resulting solid filtered
  5. customdried at 70° C. under reduced pressure
  6. customto give an orange crystalline solid
  7. customrecrystallised from ethanol, melting point >255° C.

Sources & evidence

ORD record
ord-d3647899d4164d09a89c69426e1fd481
Source dataset
uspto-grants-1984_02
Patent number
US04431589

Reaction notes

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