1-Bromoheptane → HCID 20261955, compound

HRID 465154Notes

Reaction equation

HRID 465154 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:9]([NH:12][C:13]#[N:14])(=[O:11])[CH3:10].[Na]>CN(C)C=O>[CH2:2]([N:12]([C:13]#[N:14])[C:9](=[O:11])[CH3:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 123691-BromoheptaneHCID 57358861Sodium acetylcyanamide

Product 1

HCID 20261955HCID 20261955, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

36.0 g (0.20 mol) of 1-bromoheptane are added dropwise to a solution of 21.2 g (0.20 mol) of sodium acetylcyanamide in 50 ml of dimethylformamide at 85° C. The mixture is allowed to after-react for 2 hours and the NaBr is filtered off with suction at room temperature. The filtrate is treated with 50 ml of H2O and the mixture is extracted with cloroform. The solvent is separated off on a rotary evaporator and the crude product is distilled over a rotating belt column to give 24.3 g (66.7% of theory) of pure product of boiling point 124° C./18 mbar.

Workup

  1. customto after-react for 2 hours
  2. filtrationthe NaBr is filtered off with suction at room temperature
  3. additionThe filtrate is treated with 50 ml of H2O
  4. extractionthe mixture is extracted with cloroform
  5. customThe solvent is separated off on a rotary evaporator
  6. distillationthe crude product is distilled over a rotating belt column
  7. customto give 24.3 g (66.7% of theory) of pure product of boiling point 124° C./18 mbar

Sources & evidence

ORD record
ord-9508610617754f14862fed4418ae55f9
Source dataset
uspto-grants-1985_10
Patent number
US04550203

Reaction notes

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