Hydrochloric Acid → HCID 20144438, compound

HRID 649025Notes

Reaction equation

HRID 649025 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]2[C:14](=[CH:15][CH:16]=1)[C:13](=[O:17])[C:12]1[CH:11]=[C:10]([N:18]([CH3:20])[CH3:19])[CH:9]=[CH:8][C:7]=1[S:6]2(=[O:22])=[O:21])#[N:2].[CH2:23](N)[CH2:24][NH2:25].C[O-].[Na+].O.[ClH:31]>CO>[ClH:31].[ClH:31].[CH3:19][N:18]([CH3:20])[C:10]1[CH:9]=[CH:8][C:7]2[S:6](=[O:22])(=[O:21])[C:5]3[C:14](=[CH:15][CH:16]=[C:3]([C:1]4[NH:25][CH2:24][CH2:23][N:2]=4)[CH:4]=3)[C:13](=[O:17])[C:12]=2[CH:11]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 3301EthylenediamineHCID 10805056HCID 10805056, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 20144438HCID 20144438, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 6-cyano-2-dimethylaminothioxanthen-9-one 10,10-dioxide, 2.0 g (0.006 mol), ethylenediamine, 3 g, 0.05 mol, and sodium methoxide, 0.1 g (0.002 mol) in methanol, 30 ml, was refluxed for 48 hr. The mixture was poured into H2O and the resultant precipitate was dissolved in boiling in 1N HCl. This solution was cooled and the dihydrochloride salt was filtered and recrystallized from 95% ethanol to yield 2-dimethylamino-6-(2-imidazolin-2-yl)thioxanthen-9-one 10,10-dioxide dihydrochloride 0.3 g with m.p. 330°-335° C. (dec); TLC on silica gel (ethylacetate:ethanol:acetic acid/80:15:5), Rf =0.4.

Workup

  1. temperature30 ml, was refluxed for 48 hr
  2. temperatureThis solution was cooled
  3. filtrationthe dihydrochloride salt was filtered
  4. customrecrystallized from 95% ethanol

Sources & evidence

ORD record
ord-fa4a805832fa459a89aac44a18a9b58e
Source dataset
uspto-grants-1988_04
Patent number
US04737514

Reaction notes

Loading…