1-Chloro-4-(chloromethyl)benzene → HCID 10966970, compound

HRID 2290255Notes

Reaction equation

HRID 2290255 reaction equation
[C:1]([N:3]=[C:4]1[NH:8][CH2:7][CH2:6][S:5]1)#[N:2].[Cl:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:1]([N:3]=[C:4]1[N:8]([CH2:14][C:13]2[CH:16]=[CH:17][C:10]([Cl:9])=[CH:11][CH:12]=2)[CH2:7][CH2:6][S:5]1)#[N:2]

Participants

5

Reactant 3

HCID 77231-Chloro-4-(chloromethyl)benzeneHCID 11430Potassium CarbonateHCID 178512079HCID 178512079, compound

Product 1

HCID 10966970HCID 10966970, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3,82 g (30 moles) of 2-cyanimino-thiazolidine, 4.9 g (30 mmoles) of 4-chlorobenzyl chloride and 4.3 g of anhydrous potassium carbonate are boiled in 100 ml of acetone for 5 hours. The inorganic salt is filtered off and the acetonic solution is evaporated. The residue is crystallized from 40 ml of isopropanol to yield 6.26 g (83%) of 2-cyanimino-3(4-chlorobenzyl)-thiazolidine, melting at 131° to 133° C. The product is isolated by filtration.

Workup

  1. filtrationThe inorganic salt is filtered off
  2. customthe acetonic solution is evaporated
  3. customThe residue is crystallized from 40 ml of isopropanol

Sources & evidence

ORD record
ord-542f3d158cdc4578ba75868e2a7395b8
Source dataset
uspto-grants-1986_10
Patent number
US04616025

Reaction notes

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