Sulfuric Acid → HCID 178418385, compound

HRID 593297Notes

Reaction equation

HRID 593297 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH2:8].[N:9]([O-])=O.[Na+].OS(O)(=O)=O>S([O-])([O-])(=O)=O.[NH+]1NN=C2C=CC=CC=12.[NH+]1NN=C2C=CC=CC=12.O>[NH:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N:8]=[N:9]1

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 7243O-PhenylenediamineHCID 23668193Sodium Nitrite

Product 1

HCID 178418385HCID 178418385, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 131734561HCID 131734561, compoundCatalystHCID 962WaterSolvent

Conditions

Temperature
205 °C

Procedure

108.0 g (1.0 mol) of o-diaminobenzene, 75.9 g (1.1 mol) NaNO2, 205 g water and 10.0 g (0.03 mol) benzotriazolium sulfate were charged to a pressure reactor. The reaction was heated to 205° C. for 4 hours. The reactor was cooled to 50° C. and neutralized to pH 6 with 50% H2SO4. The contents were poured into a preheated separatory funnel and separated. The resulting oil was dried overnight at 150° C. to yield 117 g (98%) of benzotriazole.

Workup

  1. additionThe contents were poured into a preheated separatory funnel
  2. customseparated
  3. customThe resulting oil was dried overnight at 150° C.

Sources & evidence

ORD record
ord-16f482b5fdb444ccbc7e26e3753ededd
Source dataset
uspto-grants-2016_01
Patent number
US09242942B2

Reaction notes

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