Potassium Carbonate → HCID 14306195, compound

HRID 2290257Notes

Reaction equation

HRID 2290257 reaction equation
[C:1]([N:3]=[C:4]1[NH:8][CH2:7][CH2:6][S:5]1)#[N:2].[OH:9][C:10]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:11]=1[CH2:12]Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[C:1]([N:3]=[C:4]1[N:8]([CH2:12][C:11]2[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:10]=2[OH:9])[CH2:7][CH2:6][S:5]1)#[N:2]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 763052-(Chloromethyl)-4-nitrophenolHCID 178512079HCID 178512079, compound

Product 1

HCID 14306195HCID 14306195, compoundYield 61.1%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

3.82 g (30 mmoles) of 2-cyanimino-thiazolidine, 5.63 g (30 moles) of 2-hydroxy-5-nitro-benzyl chloride and 4.3 g of anhydrous potassium carbonate are boiled in 100 ml of acetone for 6 hours. The mixture is cooled and the precipitate is filtered off. 9.85 g of a crude material are obtained, which is then dissolved in 600 ml of hot water, the impurities are filtered off, the pH is adjusted to 3, the mixture is cooled, filtered and the precipitate is dried. 5.1 g of 2-cyanimino-3-(2-hydroxy-5-nitro-benzyl)-thiazolidine are obtained, melting at 253° to 255° C. after crystallization from pyridine.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationthe precipitate is filtered off
  3. custom9.85 g of a crude material are obtained
  4. filtrationthe impurities are filtered off
  5. temperaturethe mixture is cooled
  6. filtrationfiltered
  7. customthe precipitate is dried

Sources & evidence

ORD record
ord-3e686040ca67482eb88db061b1968901
Source dataset
uspto-grants-1986_10
Patent number
US04616025

Reaction notes

Loading…