Sodium Hydroxide → HCID 118386926, compound

HRID 1482592Notes

Reaction equation

HRID 1482592 reaction equation
[CH3:1][C:2]1[C:10]([CH3:11])=[CH:9][C:5]2[NH:6][N:7]=[N:8][C:4]=2[CH:3]=1.[OH-].[Na+].[Cl:14][CH2:15][CH2:16][CH2:17][CH2:18]Br>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:14][CH2:15][CH2:16][CH2:17][CH2:18][N:8]1[C:4]2[CH:3]=[C:2]([CH3:1])[C:10]([CH3:11])=[CH:9][C:5]=2[N:6]=[N:7]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 813641-Bromo-4-chlorobutaneHCID 178422374HCID 178422374, compound

Product 1

HCID 118386926HCID 118386926, compoundYield 73.2%

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Conditions

Temperature
60 °C

Procedure

5,6-dimethyl-1H-benzotriazole (14.7 g, 0.10 mol) is dissolved into 100 ml of 30% wt. sodium hydroxide, 4-chlorobromobutane (34.3 g, 0.20 mol), tetrabutyl ammonium bromide (0.8 g) are added, and mixed for 5 min. The reaction solution is gradually heated to 60° C., stirred for reaction for 2 hours. Post treatment was performed based on common method one for synthesis. The solution was separated and purified by HPLC to produce 17.4 g of 1-(4-chlorobutyl)-5,6-dimethyl-1H-benzotriazole, with a yield of 73.2%.

Workup

  1. additionare added
  2. additionmixed for 5 min
  3. customPost treatment was performed based on common method one for synthesis
  4. customThe solution was separated
  5. custompurified by HPLC

Sources & evidence

ORD record
ord-bc280115fc444cb5bc420edf814af546
Source dataset
uspto-grants-2016_08
Patent number
US09415047B2

Reaction notes

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