Hydrochloric Acid → HCID 178506566, compound

HRID 1935640Notes

Reaction equation

HRID 1935640 reaction equation
[I:1]I.[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[N:4]1.Cl.O.O.O.O.O.S([O-])([O-])(=O)=S.[Na+].[Na+]>CO.[OH-].[Na+]>[I:1][C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:3][N:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 807Iodine2×HCID 92211H-IndazoleHCID 61475Sodium Thiosulfate Pentahydrate

Product 1

HCID 178506566HCID 178506566, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

58.1 g of iodine (229 mmol) were introduced in portions into a suspension of 25.6 g of indazole (217 mmol) in 625 ml of methanol and 625 ml of 2N sodium hydroxide solution in the course of 1 hour. The mixture was stirred at room temperature for 3 days and 75 ml of concentrated hydrochloric acid were then added, while cooling with ice, the mixture was rendered acid with 2N hydrochloric acid and 20% strength sodium thiosulphate pentahydrate solution was added until the iodine colour disappeared. The precipitate which had separated out was filtered off with suction, washed neutral with water and dried in a vacuum drying cabinet at 50° C. For purification, the solid was taken up in methanol. After undissolved constituents had been filtered off, the filtrate was concentrated to dryness on a rotary evaporator, the product being obtained as an almost white solid.

Workup

  1. temperaturewhile cooling with ice
  2. customThe precipitate which had separated out
  3. filtrationwas filtered off with suction
  4. washwashed neutral with water
  5. customdried in a vacuum
  6. customdrying cabinet at 50° C
  7. customFor purification
  8. filtrationAfter undissolved constituents had been filtered off
  9. concentrationthe filtrate was concentrated to dryness on a rotary evaporator
  10. customthe product being obtained as an almost white solid

Sources & evidence

ORD record
ord-72724b1d826b48778692f5fe93274dcd
Source dataset
uspto-grants-2002_05
Patent number
US06387940B1

Reaction notes

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