Bromoacetonitrile → HCID 9899451, compound

HRID 1374933Notes

Reaction equation

HRID 1374933 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[CH3:7].[Br:8][CH2:9][C:10]#[N:11]>>[Br-:8].[C:10]([CH2:9][N+:3]1[C:2]([CH3:1])=[C:6]([CH3:7])[S:5][CH:4]=1)#[N:11]

Participants

3

Reactant 2

HCID 11534BromoacetonitrileHCID 625104,5-Dimethylthiazole

Product 1

HCID 9899451HCID 9899451, compound

Conditions

Temperature
95 °C

Procedure

A mixture of 4,5-dimethylthiazole and bromoacetonitrile were heated with stirring at 95° C. for 1 hour. The product precipitated from the mixture within 30 minutes. After cooling to room temperature, the product a solution of 30% v/v of diethyl ether: CH3CN (10 mL) was added with stirring. The crude product was recovered by filtration, and recrystallized from a mixture of EtOH and CH3CN to yield 2.136 g of 3-(cyanomethyl)-4,5-dimethylthiazolium bromide as needles: mp 184–186° C. (dec.).

Workup

  1. temperaturewere heated
  2. customThe product precipitated from the mixture within 30 minutes
  3. temperatureAfter cooling to room temperature
  4. additionthe product a solution of 30% v/v of diethyl ether: CH3CN (10 mL) was added
  5. stirringwith stirring
  6. filtrationThe crude product was recovered by filtration
  7. customrecrystallized from a mixture of EtOH and CH3CN

Sources & evidence

ORD record
ord-9618cc517386471ab055970e12495dd2
Source dataset
uspto-grants-2007_01
Patent number
US07166625B2

Reaction notes

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