Phenyl isocyanate → HCID 12785886, compound

HRID 1075213Notes

Reaction equation

HRID 1075213 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=S)[CH:9]([O:13][C:14]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:15])[N:8]=[C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:6]=2[CH:29]=1.[C:30](=[O:33])(O)[O-:31].[Na+].[Cl-].O[NH3+:37].[C:38]1([N:44]=C=O)[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1>O1CCOCC1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:37][O:31][C:30](=[O:33])[NH:44][C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:9]([O:13][C:14]([O:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[O:15])[N:8]=[C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:6]=2[CH:29]=1

Participants

7

Reactant 4

HCID 7672Phenyl isocyanateHCID 21645Hydroxylamine HClHCID 516892Sodium BicarbonateHCID 12785889HCID 12785889, compound

Product 1

HCID 12785886HCID 12785886, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

4 g of 7-chloro-1,3-dihydro-5-phenyl-3-phenyloxycarbonyloxy-2H-1,4-benzodiazepine-2-thione are suspended in 90 ml of dioxane and 1.7 g of sodium bicarbonate and 1.3 g of hydroxylammonium chloride are added, and the mixture is stirred for 8 hours at room temperature (monitoring by thin layer chromatography). After addition of 0.9 ml of phenylisocyanate, the mixture is stirred for 1 hour and water is added to it. The oil produced is decanted off and stirred up with ethanol, and the slurry of crystals is filtered off under suction.

Workup

  1. stirringthe mixture is stirred for 1 hour
  2. customThe oil produced
  3. customis decanted off
  4. stirringstirred up with ethanol
  5. filtrationthe slurry of crystals is filtered off under suction

Sources & evidence

ORD record
ord-958f960f3f5f4731a6d2773361008ad6
Source dataset
uspto-grants-1983_07
Patent number
US04395409

Reaction notes

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