Benzyl Bromide → HCID 7457848, compound

HRID 421563Notes

Reaction equation

HRID 421563 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]3[O:22][C:21]([SH:23])=[N:20][N:19]=3)=[CH:17][C:12]=2[O:11][CH2:10]1.C(N(CC)CC)C.[OH-].[Na+]>O.C(O)C>[O:9]1[C:13]2[CH:14]=[CH:15][C:16]([C:18]3[O:22][C:21]([S:23][CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[N:20][N:19]=3)=[CH:17][C:12]=2[O:11][CH2:10]1

Participants

7

Reactant 4

HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 178527935HCID 178527935, compound

Product 1

HCID 7457848HCID 7457848, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Benzylbromide (20.2 g, 118.1 mmol) was added over 5 minutes time-period to a mixture of 5-benzo[1,3]dioxol-5-yl-[1,3,4]oxadiazole-2-thiol (25 g, 112.5 mmol), trietylamine (22.8 g, 225 mmol) and ethanol (200 ml, 99%). The reaction mixture was stirred at room-temperature for 2 hours. Aqueous sodium hydroxide (150 ml, 1 M) and water (100 ml) was added followed by filtration. The product was isolated as a solid. Yield 31.0 g (94%).

Workup

  1. filtrationfollowed by filtration
  2. customThe product was isolated as a solid

Sources & evidence

ORD record
ord-fc48da18a72744328d75a4ac3006b646
Source dataset
uspto-grants-2012_01
Patent number
US08101598B2

Reaction notes

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