Dimethylamine → HCID 20058923, compound

HRID 1085773Notes

Reaction equation

HRID 1085773 reaction equation
[I-].[Na+].[CH3:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15](=[O:19])[CH2:16][CH2:17][Cl:18])[C:7]2[CH:20]=[CH:21][CH:22]=[CH:23][C:6]=2[S:5]1(=[O:25])=[O:24].[CH3:26][NH:27][CH3:28]>CC(C)=O>[ClH:18].[CH3:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:15](=[O:19])[CH2:16][CH2:17][N:27]([CH3:28])[CH3:26])[C:7]2[CH:20]=[CH:21][CH:22]=[CH:23][C:6]=2[S:5]1(=[O:25])=[O:24]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 5238Sodium IodideHCID 14868687HCID 14868687, compound

Product 1

HCID 20058923HCID 20058923, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.5 g (0.037 mol) of sodium iodide are added to 13 g (0.037 mol) of 6-methyl-6,11-dihydro-11-(3-chloropropionyl)-dibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide in 100 ml of acetone, and the mixture is heated under reflux for 30 minutes. After cooling, 7 ml of aqueous 33% dimethylamine are added, and the mixture is kept with stirring at ambient temperature for 16 hours. It is concentrated and the residue is treated with 5% HCl, the insoluble fraction is filtered off and the filtrate is alkalized with NaHCO3 ; a solid forms, which is filtered off, washed with water and dried.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureAfter cooling
  4. concentrationIt is concentrated
  5. additionthe residue is treated with 5% HCl
  6. filtrationthe insoluble fraction is filtered off
  7. filtrationa solid forms, which is filtered off
  8. washwashed with water
  9. customdried

Sources & evidence

ORD record
ord-8eae0bf65d9c4337aedf1fa6904b4998
Source dataset
uspto-grants-1991_04
Patent number
US05011833

Reaction notes

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