Ammonia → HCID 23464489, compound

HRID 444163Notes

Reaction equation

HRID 444163 reaction equation
Cl[C:2]([C:4]1[CH:19]=[CH:18][C:7]2[C:8](=[O:17])[NH:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[S:12][C:6]=2[CH:5]=1)=[O:3].[NH3:20]>O1CCCC1>[O:17]=[C:8]1[C:7]2[CH:18]=[CH:19][C:4]([C:2]([NH2:20])=[O:3])=[CH:5][C:6]=2[S:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[NH:9]1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 234644803-Chlorocarbonyl-10,11-dihydro-11-oxodibenzo[b,f][1,4]thiazepin

Product 1

HCID 23464489HCID 23464489, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Dissolve the acid chloride from Step A in 20 ml. of dry tetrahydrofuran and add this solution dropwise with stirring to a cooled (ice-bath) saturated solution of ammonia in 60 ml of tetrahydrofuran. Pass ammonia through the reaction mixture simultaneously for 15 minutes. Stir at room temperature for an additional 15 minutes and evaporate the reaction mixture to dryness. Add a mixture of 12 ml of ethanol and 60 ml of water to the residue and stir at room temperature for an additional 30 minutes. Separate the solid by filtration and wash with water, then with ethanol and then with ether. Dry in vacuo to obtain the title product.

Workup

  1. stirringStir at room temperature for an additional 15 minutes
  2. customevaporate the reaction mixture to dryness
  3. additionAdd
  4. additiona mixture of 12 ml of ethanol and 60 ml of water to the residue
  5. stirringstir at room temperature for an additional 30 minutes
  6. customSeparate the solid
  7. filtrationby filtration
  8. washwash with water
  9. customDry in vacuo

Sources & evidence

ORD record
ord-efd0658d9bf64a5da9da7a7bfab22deb
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Reaction notes

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