Hydrochloric Acid → HCID 178473418, compound

HRID 2171218Notes

Reaction equation

HRID 2171218 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].N1C=CC=CC=1.[N+:13]([C:16]1[CH:17]=[C:18]2[C:22](=[CH:23][CH:24]=1)[NH:21][N:20]=[C:19]2[OH:25])([O-:15])=[O:14].Cl>O>[OH:25][C:19]1[C:18]2[C:22](=[CH:23][CH:24]=[C:16]([N+:13]([O-:15])=[O:14])[CH:17]=2)[N:21]([C:2]([O:4][CH2:5][CH3:6])=[O:3])[N:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 10928Ethyl chloroformateHCID 178526496HCID 178526496, compound

Product 1

HCID 178473418HCID 178473418, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl chloroformate (5 ml) was added to a pyridine (30 ml) solution containing 5-nitro-1H-indazol-3-ol (5.42 g) obtained in the 1st step, followed by stirring at room temperature for 1.5 hours. Water and concentrated hydrochloric acid (32 ml) were added dropwise to the reaction solution and a solid precipitate was collected by filtration. The obtained residue was washed with water. A brown solid of ethyl 3-hydroxy-5-nitro-1H-indazol-1-carboxylate (7.5 g) was thus obtained.

Workup

  1. customobtained in the 1st step
  2. filtrationa solid precipitate was collected by filtration
  3. washThe obtained residue was washed with water

Sources & evidence

ORD record
ord-f549fc81eda741e6bc85314c99627d35
Source dataset
uspto-grants-2015_06
Patent number
US09051310B2

Reaction notes

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