O-Phenylenediamine → HCID 178418385, compound

HRID 1155183Notes

Reaction equation

HRID 1155183 reaction equation
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].[N:9]([O-])=O.[Na+].[OH-].[Na+]>C(O)(=O)C>[NH:7]1[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[N:8]=[N:9]1

Participants

5

Reactant 3

HCID 7243O-PhenylenediamineHCID 14798Sodium HydroxideHCID 23668193Sodium Nitrite

Product 1

HCID 178418385HCID 178418385, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In carrying out the process of the present invention, an aqueous mixture or orthophenylenediamine and acetic acid is slowly added to a cooled sodium nitrite solution and the reaction carried out for a period of one to three hours at a concentration of from about 12 to about 22 percent by weight concentration of active ingredients. The order of addition of reagents is not important, as long as one reagent is added to the other at a rate sufficient to keep the temperature of the reaction below about 25° C. The reaction is followed by neutralization of the reaction mixture to a pH of 6 to 6.5 with sodium hydroxide. The entire reaction and neutralization process is carried out at low temperature, between 5° C. and 25° C. A precipitate of 1,2,3-benzotriazole is formed, filtered and washed with cold water to yield technical grade product suitable for use in industrial applications.

Workup

  1. waitthe reaction carried out for a period of one to three hours at a concentration of from about 12 to about 22 percent by weight concentration of active ingredients
  2. additionThe order of addition of reagents
  3. additionas long as one reagent is added to the other at a rate sufficient
  4. customthe temperature of the reaction below about 25° C
  5. customThe entire reaction and neutralization process
  6. customis carried out at low temperature, between 5° C. and 25° C

Sources & evidence

ORD record
ord-7cf8bb5dd7f549628572b60ca05c6463
Source dataset
uspto-grants-1981_11
Patent number
US04299965

Reaction notes

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