Bromine → HCID 21185387, compound

HRID 1385642Notes

Reaction equation

HRID 1385642 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 (3mL) 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-de83a38fba5047f582bc505b387a96fa
Source dataset
uspto-grants-2001_07
Patent number
US06262305B1

Reaction notes

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