Hydrochloric Acid → HCID 22905788, compound

HRID 1488498Notes

Reaction equation

HRID 1488498 reaction equation
CC(C)([O-])C.[K+].[NH2:7][N:8]1[CH:12]=[N:11][N:10]=[CH:9]1.F[C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17].Cl>CS(C)=O.O>[C:16]([C:15]1[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=1[NH:7][N:8]1[CH:12]=[N:11][N:10]=[CH:9]1)#[N:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 114324-Amino-1,2,4-triazoleHCID 678552-FluorobenzonitrileHCID 23665647Potassium tert-butoxide

Product 1

HCID 22905788HCID 22905788, compoundYield 53.5%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 962WaterSolvent

Procedure

6.67 Grams of potassium tert-butoxide was dissolved in 36 ml of anhydrous dimethylsulfoxide, and 5.00 g of 4-amino-4H-1,2,4-triazole was added thereto and the mixture was stirred for 15 minutes at room temperature. Subsequently, 9 ml of an anhydrous dimethylsulfoxide solution containing 3.23 g of 2-fluorobenzonitrile was added dropwise to the solution over a period of 10 minutes, and the mixture was stirred for further 15 minutes. The reaction mixture was poured into 90 ml of water and 90 g of ice, and the solution was then adjusted to have pH of 5.7 with 1N hydrochloric acid. The crystals precipitated out were collected by filtration and dried to give 2.64 g of 4-[(2-cyanophenyl)amino]-4H-1,2,4-triazole.

Workup

  1. additionwas added dropwise to the solution over a period of 10 minutes
  2. stirringthe mixture was stirred for further 15 minutes
  3. customThe crystals precipitated out
  4. filtrationwere collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-11913b17f91f4527b254ada7fc5741a2
Source dataset
uspto-grants-1997_10
Patent number
US05674886

Reaction notes

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