Ammonia → HCID 14868673, compound

HRID 1085774Notes

Reaction equation

HRID 1085774 reaction equation
[H-].[Na+].[CH3:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7]2[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=2[S:5]1(=[O:20])=[O:19].ClC([O:24][C:25](Cl)(Cl)Cl)=O.[NH3:29]>O1CCOCC1>[CH3:3][N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]([C:25](=[O:24])[NH2:29])[C:7]2[CH:15]=[CH:16][CH:17]=[CH:18][C:6]=2[S:5]1(=[O:20])=[O:19]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 10426DiphosgeneHCID 24758Sodium hydrideHCID 14868661HCID 14868661, compound

Product 1

HCID 14868673HCID 14868673, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

0.9 g (0.027 mol) of 80% sodium hydride are added to 7 g (0.027 mol) of 6-methyl-6,11-dihydro-dibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide in 200 ml of dioxane, and the mixture is heated for 30 minutes at 80° C. After cooling, 5.4 g of trichloromethyl chloroformate are added dropwise, with cooling in an ice bath, and the mixture is left to stand overnight. Gaseous NH3 is then introduced up to saturation, the mixture is filtered, and the filtrate is concentrated and diluted with water. This gives a solid which is filtered, washed and dried.

Workup

  1. temperatureAfter cooling
  2. temperaturewith cooling in an ice bath
  3. waitthe mixture is left
  4. filtrationthe mixture is filtered
  5. concentrationthe filtrate is concentrated
  6. additiondiluted with water
  7. customThis gives a solid which
  8. filtrationis filtered
  9. washwashed
  10. customdried

Sources & evidence

ORD record
ord-27dbf9b7e3f945b389b933d0d584c856
Source dataset
uspto-grants-1991_04
Patent number
US05011833

Reaction notes

Loading…