Benzyl Chloride → HCID 20261949, compound

HRID 465155Notes

Reaction equation

HRID 465155 reaction equation
[C:1]([NH:4][C:5]#[N:6])(=[O:3])[CH3:2].[Na].[CH2:8](Cl)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CN(C)C=O>[CH2:8]([N:4]([C:5]#[N:6])[C:1](=[O:3])[CH3:2])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 57358861Sodium acetylcyanamide

Product 1

HCID 20261949HCID 20261949, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

106.1 g (1.0 mol) of sodium acetylcyanamide and 151.9 g (1.0 mol+20% excess) of benzyl chloride are reacted in 500 ml of dimethylformamide at 100°-112° C. for 4 hours and 20 minutes and the mixture is then filtered. The filtrate is evaporated completly in vacuo on a rotary evaporator at 60° C. to give 146.7 g (88.7% of theory) of a brown viscous residue, which is recrystallised from 290 ml of diisopropyl ether. The yield of pure product of melting point 42° C. is 111.0 g (63.7% of theory).

Workup

  1. filtrationthe mixture is then filtered
  2. customThe filtrate is evaporated completly in vacuo on a rotary evaporator at 60° C.
  3. customto give 146.7 g (88.7% of theory) of a brown viscous residue, which
  4. customis recrystallised from 290 ml of diisopropyl ether

Sources & evidence

ORD record
ord-4d2d11798f8c40e7b7671e74894b4549
Source dataset
uspto-grants-1985_10
Patent number
US04550203

Reaction notes

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