Phenacyl bromide → HCID 416615, compound

HRID 896649Notes

Reaction equation

HRID 896649 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[OH-].[Na+].[CH2:13](Br)[C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15]>CO>[NH:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[S:1][CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15]

Participants

5

Reactant 3

HCID 6259Phenacyl bromideHCID 14798Sodium HydroxideHCID 178527775HCID 178527775, compound

Product 1

HCID 416615HCID 416615, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of 2-Mercaptobenzimidazole (0.06M, 9 g) in methanol (50 ml) was added sodium hydroxide (0.06M, 2.4 g) and stirred for 30 min. to get a clear solution. To this solution, phenacyl bromide (0.05M, 10 g) was added slowly and stirred until the solid separates. The solid was filtered and washed thoroughly with 5% sodium hydroxide solution and methanol to get white solid (11.2 g). M.P. 167° C. NMR (DMSO): δ5.1(s, 2H, CH2), 7-8.2(m, 10H, Aromatic).

Workup

  1. customto get a clear solution
  2. stirringstirred until the solid separates
  3. filtrationThe solid was filtered
  4. washwashed thoroughly with 5% sodium hydroxide solution and methanol

Sources & evidence

ORD record
ord-1e353d21e435465783d9265deb5f1495
Source dataset
uspto-grants-2005_07
Patent number
US06919389B2

Reaction notes

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