Phenyl isocyanate → HCID 86591270, compound

HRID 584978Notes

Reaction equation

HRID 584978 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20]([CH:23]=[C:24]3[S:28][C:27](=[O:29])[NH:26][C:25]3=[O:30])=[CH:19][CH:18]=2)[CH:14]=[CH:15][CH:16]=1.C(N(CC)CC)C>ClCCl>[O:29]=[C:27]1[NH:26][C:25](=[O:30])[C:24](=[CH:23][C:20]2[CH:19]=[CH:18][C:17]([C:13]3[CH:14]=[CH:15][CH:16]=[C:11]([NH:10][C:8]([NH:7][C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)=[O:9])[CH:12]=3)=[CH:22][CH:21]=2)[S:28]1

Participants

5

Reactant 3

HCID 7672Phenyl isocyanateHCID 8471TriethylamineHCID 86591264HCID 86591264, compound

Product 1

HCID 86591270HCID 86591270, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

500 μl (4.6 mmol) of phenyl isocyanate are added dropwise to a solution of 1.2 g (2.3 mmol) of 5-(3′-aminobiphenyl-4-ylmethylene)thiazolidine-2,4-dione prepared as in Example 33(a) and 0.9 ml (6.4 mmol) of triethylamine in 12 ml of dichloromethane. The reaction medium is stirred at room temperature for 2 hours. It is extracted with dichloromethane and washed with water, and the organic phase is separated out after settling of the phases has taken place. The organic phase is evaporated and the residue obtained is washed with dichloromethane and dried. 950 mg (50%) of the expected product are collected.

Workup

  1. extractionIt is extracted with dichloromethane
  2. washwashed with water
  3. customthe organic phase is separated out
  4. customThe organic phase is evaporated
  5. customthe residue obtained
  6. washis washed with dichloromethane
  7. customdried
  8. custom950 mg (50%) of the expected product are collected

Sources & evidence

ORD record
ord-6140629538464495a681eedcda984539
Source dataset
uspto-grants-2005_08
Patent number
US06927228B2

Reaction notes

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