Urea → HCID 178509535, compound

HRID 896325Notes

Reaction equation

HRID 896325 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10](O)=O)=[CH:9][C:4]=2[N:3]=[N:2]1.[NH2:13]C(N)=O.S(=O)(=O)(O)N>>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]#[N:13])=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

4

Reactant 3

HCID 1176UreaHCID 5987Sulfamic AcidHCID 178524184HCID 178524184, compound

Product 1

HCID 178509535HCID 178509535, compoundYield 14%

Procedure

1H-Benzotriazole-5-carboxylic acid (1.0 g, 6.13 mmol), urea (0.552 g, 9.2 mmol) and sulfamic acid (1.19 g, 12.3 mmol) were heated to 240° C. for 1 h. The solid was triturated with water and the solid refluxed with CH2Cl2 for 1 h and the remaining solid removed by filtration. The solvent was removed to give 1H-benzotriazole-5-carbonitrile 100 mg (14%) as a white solid.

Workup

  1. customThe solid was triturated with water
  2. temperaturethe solid refluxed with CH2Cl2 for 1 h
  3. customthe remaining solid removed by filtration
  4. customThe solvent was removed

Sources & evidence

ORD record
ord-1e12979d90fe4f21a667c092e826102d
Source dataset
uspto-grants-2005_07
Patent number
US06919331B2

Reaction notes

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