Toluene → HCID 149159545, compound

HRID 1024420Notes

Reaction equation

HRID 1024420 reaction equation
S(Cl)([Cl:3])=O.[C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[OH:17])[NH:13][N:12]=[C:11]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1)(O)=[O:6].C1(C)C=CC=CC=1>C1COCC1>[Cl:3][C:5]([C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[OH:17])[NH:13][N:12]=[C:11]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[CH:20]=1)=[O:6]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 152782811HCID 152782811, compound

Product 1

HCID 149159545HCID 149159545, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4.6 0.1 ml of thionyl chloride is added to a suspension of 200 mg of “4e” in 4 ml of THF, and the mixture is stirred for a further hour. 3 ml of toluene are added, and the solvents are removed at 300, giving 5-chlorocarbonyl-6-hydroxy-3-(3-methylbenzyl)-1H-indazole (“4f”)

Workup

  1. customthe solvents are removed at 300

Sources & evidence

ORD record
ord-3e38fbc58af54b4f8a1d860266622447
Source dataset
uspto-grants-2014_05
Patent number
US08722903B2

Reaction notes

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