Bromoacetonitrile → HCID 23303076, compound

HRID 2289612Notes

Reaction equation

HRID 2289612 reaction equation
C([N:5]1[C:12](=O)[N:11]2[C:7](=[N:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=32)[S:6]1)CCC.[Br:18][CH2:19]C#N>ClCCl>[Br:18][CH2:19][C:12]1[N:11]2[C:7](=[N:8][C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=32)[S:6][N:5]=1

Participants

4

Reactant 2

HCID 11534BromoacetonitrileHCID 13034031HCID 13034031, compound

Product 1

HCID 23303076HCID 23303076, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-butyl-1,2,4-thiadiazolo[4,5-α]benzimidazole-3(2H)-one (15 g, 60.65 mmol) and bromoacetonitrile (18.19 g, 151.6 mmol) in dichloromethane (150 mL) was stirred for 48 h. A white precipitate was formed and the insoluble solid was filtered to give 12.50 g (77%) of the title compound: 1H NMR (CDCl3) δ 4.79 (s, 2H, CH2), 7.42 (t, 1H, ArH), 7.51 (t, 1H, ArH), 7.84 (d, 1H, ArH), 7.94 (d, 1H, ArH); mp 242-244° C.

Workup

  1. customA white precipitate was formed
  2. filtrationthe insoluble solid was filtered

Sources & evidence

ORD record
ord-e4b9b24bb73745f8b262fc9aaaca5860
Source dataset
uspto-grants-2000_07
Patent number
US06093738

Reaction notes

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