Sulfuric Acid → HCID 178526695, compound

HRID 2412526Notes

Reaction equation

HRID 2412526 reaction equation
N[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[N:3]=1.S(=O)(=O)(O)[OH:24].N([O-])=O.[Na+]>O>[OH:24][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[Cl:22])[N:3]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 133426282-Amino-3-nitro-6-(2-chloro-4-trifluoromethylphenoxy)pyridineHCID 23668193Sodium Nitrite

Product 1

HCID 178526695HCID 178526695, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

14.0 g of 2-amino-3-nitro-6-(2-chloro-4-trifluoromethylphenoxy)pyridine prepared in Preparation Example 2 was poured into 29 ml of concentrated sulfuric acid, and the mixture was heated at 60° C. Thereafter, the resulting mixture was allowed to stand for cooling, and further cooled with ice to 0° to 10° C. An aqueous solution of 4.6 g of sodium nitrite and 14 ml of water was gradually added dropwise thereto at the same temperature while stirring whereby the mixture was allowed to react. After completion of the reaction, the reaction product was poured into water, followed by subjecting to purification in the same manner as in Preparation Example 2 to obtain 10.3 g of a titled compound having a melting point of 87° to 93° C.

Workup

  1. temperaturefor cooling
  2. temperaturefurther cooled with ice to 0° to 10° C
  3. customto react
  4. customAfter completion of the reaction
  5. customby subjecting to purification in the same manner as in Preparation Example 2

Sources & evidence

ORD record
ord-1dacb6a53f104755bcb8b9a7f403e6f2
Source dataset
uspto-grants-1985_01
Patent number
US04493730

Reaction notes

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