Hydrochloric Acid → HCID 20390181, compound

HRID 426844Notes

Reaction equation

HRID 426844 reaction equation
[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2.[ClH:16]>C(O)(=O)C>[Cl:16][CH2:15][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:13]=[C:12]([CH3:14])[CH:11]=[C:10]2[C:6]=1[CH:7]=[N:8][NH:9]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 20390180HCID 20390180, compound

Product 1

HCID 20390181HCID 20390181, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 2.7 g. 4-(2,3-epoxypropoxy)-6-methylindazole in 10 ml. glacial acetic acid is introduced, while stirring, into 10 ml. glacial acetic acid which has been saturated with hydrogen chloride at ambient temperature. After 1 hour at ambient temperature, the reaction mixture is poured into 300 ml. water and neutralised with sodium bicarbonate, a viscous oil thereby separating out, which solidifies after stirring for a comparatively long time or upon triturating with toluene. When recrystallized from toluene, with the use of fullers' earth, there is obtained 4-(3-chloro-2-hydroxypropoxy)-6-methyl-indazole in the form of colorless needles; m.p. 171°-172° C.

Workup

  1. additionthe reaction mixture is poured into 300 ml
  2. customwater and neutralised with sodium bicarbonate, a viscous oil thereby separating out
  3. stirringafter stirring for a comparatively long time
  4. customupon triturating with toluene
  5. customWhen recrystallized from toluene, with the use of fullers' earth

Sources & evidence

ORD record
ord-d1622537d5704b9e8d8cb4bd8fbe8233
Source dataset
uspto-grants-1979_10
Patent number
US04171446

Reaction notes

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