3-Chloroaniline → HCID 178478170, compound

HRID 1885810Notes

Reaction equation

HRID 1885810 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)N.N([O-])=O.[Na+].[K].[SH:14][C:15]1[N:19]=[CH:18][NH:17][N:16]=1>Cl.O>[Cl:1][C:2]1[CH:3]=[C:4]([S:14][C:15]2[N:19]=[CH:18][NH:17][N:16]=2)[CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 4

HCID 79323-ChloroanilineHCID 5462222PotassiumHCID 23668193Sodium NitriteHCID 178527894HCID 178527894, compound

Product 1

HCID 178478170HCID 178478170, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

m-Chloroaniline (3.8 g) is dissolved in a mixture of conc. HCl (5 ml) and crushed ice (5 g) and held at 0° C. An aqueous solution (5 ml) of sodium nitrite (2.2 g) is poured slowly into the mixture so that the reaction temperature will not exceed 4° C. The resulting solution is added at 40°-50° C. to a solution consisting of a potassium salt of 3-mercapto-1,2,4-triazole (4.5 g) dissolved in water (30 ml) and the mixture is stirred at the same temperature for another 30 minutes.

Workup

  1. customheld at 0° C
  2. customexceed 4° C
  3. additionThe resulting solution is added at 40°-50° C. to a solution

Sources & evidence

ORD record
ord-6305c4fbf2f84ffe86167bfe9659b2d7
Source dataset
uspto-grants-1992_09
Patent number
US05147445

Reaction notes

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