Hydrochloric Acid → HCID 178509539, compound

HRID 1829143Notes

Reaction equation

HRID 1829143 reaction equation
N[C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].C(O[C:14]([S-:16])=S)C.[K+].O.Cl.[N:20]1C=CC=CC=1>>[C:8]([C:7]1[CH:6]=[CH:5][C:4]2[O:10][C:14]([SH:16])=[N:20][C:3]=2[CH:2]=1)#[N:9]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 1049PyridineHCID 2735045Potassium ethylxanthateHCID 124686832-Amino-4-hydroxybenzonitrile

Product 1

HCID 178509539HCID 178509539, compound

Procedure

3-Amino-4-cyanophenol (6.71 g) was dissolved in pyridine (100 mL), and potassium ethylxanthate (8.82 g) was added thereto. The mixture was refluxed for 2 hr. After allowing to cool, iced water (200 mL) was added to the reaction mixture, and conc. hydrochloric acid (40 mL) was added thereto. The precipitated solid was collected by filtration to give 5-cyano-2-mercaptobenzoxazole (5.62 g) as a gray powder.

Workup

  1. temperatureThe mixture was refluxed for 2 hr
  2. temperatureto cool
  3. additionwas added
  4. filtrationThe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-229d5322af224e00bdb4ef19f50a155d
Source dataset
uspto-grants-2006_06
Patent number
US07060722B2

Reaction notes

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