Dimethylformamide → HCID 178507971, compound

HRID 1415529Notes

Reaction equation

HRID 1415529 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[SH:18][C:19]1[N:23]=[CH:22][NH:21][N:20]=1.CN(C)C=O>O>[NH2:1][C:2]1[CH:7]=[C:6]([S:18][C:19]2[N:23]=[CH:22][NH:21][N:20]=2)[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 742185-Chloro-2-nitroanilineHCID 178527894HCID 178527894, compound

Product 1

HCID 178507971HCID 178507971, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.5 g. 2-amino-4-chloro-1-nitrobenzene, 5.5 g. of potassium carbonate, 4.0 g. of 3-mercapto-1,2,4-triazole in 30 ml. dimethylformamide is heated under nitrogen for 4 hours at 130°-140° C. The mixture is cooled, diluted with water and the pH adjusted to about 6. The crude product is filtered off and recrystallized from methanol, yielding 2-amino-1-nitro-4-(1,2,4-triazol-3-ylthio)benzene.

Workup

  1. additionA mixture of 3.5 g
  2. temperatureThe mixture is cooled
  3. filtrationThe crude product is filtered off
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-3a587d69f4574eb7a5458bf13f654c3b
Source dataset
uspto-grants-1977_01
Patent number
US04005202

Reaction notes

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