Tetrahydrofuran → HCID 13059652, compound

HRID 1164281Notes

Reaction equation

HRID 1164281 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]=[CH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([F:18])[CH:11]=2)[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:24])[CH3:23].O1CCCC1>[Pt]=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([F:18])[CH:11]=2)[CH:5]=[C:4]([Cl:19])[C:3]=1[N:20]=[CH:21][N:22]([CH3:23])[CH3:24]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 13059651HCID 13059651, compound

Product 1

HCID 13059652HCID 13059652, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 962WaterSolvent

Procedure

A 4.0 g. amount of N'-[2,6-dichloro-4-[(3-fluoro-4-methoxybenzylidene)amino]phenyl]-N,N-dimethylformamidine is dissolved in 100 ml. of warm tetrahydrofuran, then 500 mg. of platinum oxide that has been wetted with water is added and the mixture is hydrogenated in a Parr apparatus for 15 minutes. The reaction mixture is filtered and washed with tetrahydrofuran. The clear yellow solution is evaporated in vacuo to crystallize a solid. The solid is recrystallized from ethanol, filtered and washed with a small amount of ether to provide 2.0 g. of the desired product as granular yellow crystals, m.p. 138°-140° C.

Workup

  1. additionis added
  2. filtrationThe reaction mixture is filtered
  3. washwashed with tetrahydrofuran
  4. customThe clear yellow solution is evaporated in vacuo
  5. customto crystallize a solid
  6. customThe solid is recrystallized from ethanol
  7. filtrationfiltered
  8. washwashed with a small amount of ether
  9. customto provide 2.0 g

Sources & evidence

ORD record
ord-1d2d02f8715a47b9bbc57dba049255d4
Source dataset
uspto-grants-1983_01
Patent number
US04368335

Reaction notes

Loading…