Benzyl Bromide → HCID 86234937, compound

HRID 2414117Notes

Reaction equation

HRID 2414117 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na][Na].[C:11]([NH:13][C:14](=[O:23])[CH2:15][CH2:16][CH2:17][C:18]([NH:20][C:21]#[N:22])=[O:19])#[N:12]>CN(C)C=O>[C:21]([N:20]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:18](=[O:19])[CH2:17][CH2:16][CH2:15][C:14]([N:13]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:11]#[N:12])=[O:23])#[N:22]

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 141233DisodiumHCID 88642675HCID 88642675, compound

Product 1

HCID 86234937HCID 86234937, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

359.2 g (2.0 mols+5% excess) of benzyl bromide are added dropwise to a suspension of 224.1 g (1.0 mol) of the disodium salt of glutaric acid bis-(N-cyanamide) and 1 liter of dimethylformamide at 20°-70° C. in the course of 40 minutes, the components are reacted at 68°-78° C. for 3 hours and 50 minutes and the mixture is then filtered with suction. The filtrate is concentrated on a rotary evaporator at 100° C. in vacuo and the residue is recrystallised from 800 ml of toluene. 253.7 g (70.4% of theory) of a colourless, crystalline product which has a melting point of 97.5°-100.4° C. are obtained.

Workup

  1. customthe components are reacted at 68°-78° C. for 3 hours and 50 minutes
  2. filtrationthe mixture is then filtered with suction
  3. concentrationThe filtrate is concentrated on a rotary evaporator at 100° C. in vacuo
  4. customthe residue is recrystallised from 800 ml of toluene
  5. customare obtained

Sources & evidence

ORD record
ord-16c52b985ba94d9db529c2ecfc6ad302
Source dataset
uspto-grants-1988_01
Patent number
US04721770

Reaction notes

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