Ethyl isocyanate → HCID 53635078, compound

HRID 904091Notes

Reaction equation

HRID 904091 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH2:5]([N:7]=[C:8]=[O:9])[CH3:6].[F:10][C:11]([F:30])([F:29])[C:12]([C:18]1[CH:28]=[CH:27][C:21]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[CH:20][CH:19]=1)([OH:17])[C:13]([F:16])([F:15])[F:14]>[N+](C1C=CC=CC=1)([O-])=O>[CH2:5]([NH:7][C:8]([N:22]([S:23]([CH3:26])(=[O:25])=[O:24])[C:21]1[CH:27]=[CH:28][C:18]([C:12]([OH:17])([C:11]([F:10])([F:29])[F:30])[C:13]([F:14])([F:15])[F:16])=[CH:19][CH:20]=1)=[O:9])[CH3:6]

Participants

5

Reactant 3

HCID 8022Ethyl isocyanateHCID 6451240Aluminum(III) ChlorideHCID 23333510HCID 23333510, compound

Product 1

HCID 53635078HCID 53635078, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

To 3.0 g (23 mmole) AlCl3 in 50 ml nitrobenzene, add 1.4 g (20 mmole) EtNCO. To the solution, add 6.7 g (20 mmole) 4'-(hexafluoro-2-hydroxy-2-propyl)methanesulfonanilide (prepared as in Example 1). Heat for 4 hours at 80° and distill the solvent in vacuo. Triturate the product with 1N HCl and dissolve in Et2O. Dry, concentrate and recrystallize from Et2O-hexane to give the product; m.p. 161°-164° C.

Workup

  1. temperatureHeat for 4 hours at 80°
  2. distillationdistill the solvent in vacuo
  3. customTriturate the product with 1N HCl
  4. dissolutiondissolve in Et2O
  5. customDry
  6. concentrationconcentrate
  7. customrecrystallize from Et2O-hexane
  8. customto give the product

Sources & evidence

ORD record
ord-00d742201fea4b36a41a885e9b5abc05
Source dataset
uspto-grants-1980_10
Patent number
US04230635

Reaction notes

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