Bromine → HCID 21185387, compound

HRID 850040Notes

Reaction equation

HRID 850040 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[N:13]=[C:12]([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[N:11]([CH3:19])[N:10]=1.[Br:20]Br.C(=O)(O)[O-].[Na+]>C(O)(=O)C>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[N:13]=[C:12]([C:14]2[S:15][C:16]([Br:20])=[CH:17][CH:18]=2)[N:11]([CH3:19])[N:10]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 21185376HCID 21185376, compound

Product 1

HCID 21185387HCID 21185387, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-(2,6-dichlorophenyl)-5-(thien-2-yl)-1-methyl-[1,2,4]triazole (75 mg, 0.242 mmol) and bromine (39 mg, 0.242 mmol) were combined in glacial acetic acid (3 mL) and the mixture was stirred overnight at room temperature, then heated to 95° C. for five hours. The reaction mixture was poured into a saturated sodium bicarbonate solution, extracted with ether, and dried over magnesium sulfate. Chromatography (SiO2, 25% Hex-CH2Cl2) delivered the title product as a waxy white solid. MP 130-132° C.

Workup

  1. temperatureheated to 95° C. for five hours
  2. extractionextracted with ether
  3. dry with materialdried over magnesium sulfate

Sources & evidence

ORD record
ord-0974a6fe87604da0ab011a69ff0a4825
Source dataset
uspto-grants-2000_01
Patent number
US06015826

Reaction notes

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