Phenyl isocyanate → HCID 67551045, compound

HRID 1634245Notes

Reaction equation

HRID 1634245 reaction equation
[NH2:1][CH2:2][CH:3]=[CH:4][C:5]1[NH:6][C:7](=[O:29])[C:8]2[C:9]3[N:18]([CH3:19])[C:17]([NH:20][C:21]4[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][C:22]=4[Cl:28])=[N:16][C:10]=3[CH:11]=[CH:12][C:13]=2[C:14]=1[CH3:15].[C:30]1([N:36]=[C:37]=[O:38])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>CN(C=O)C>[Cl:28][C:22]1[CH:23]=[CH:24][CH:25]=[C:26]([Cl:27])[C:21]=1[NH:20][C:17]1[N:18]([CH3:19])[C:9]2[C:8]3[C:7](=[O:29])[NH:6][C:5]([CH2:4][CH:3]=[CH:2][NH:1][C:37]([NH:36][C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:38])=[C:14]([CH3:15])[C:13]=3[CH:12]=[CH:11][C:10]=2[N:16]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 69843510HCID 69843510, compound

Product 1

HCID 67551045HCID 67551045, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of the product of Example 28 (50 mg, 0.12 mmol) and phenyl isocyanate (17 mg, 0.13 mmol) in DMF (2 mL) was heated at 60° C. for 10 h. The resulting precipitate was filtered, triturated with MeOH/CH2Cl2 (90:10), and dried to provide the title compound (57 mg, 89%) mp>290° C.; MS (ES) 547 (MH+).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. customtriturated with MeOH/CH2Cl2 (90:10)
  3. customdried

Sources & evidence

ORD record
ord-5ae5a8ad456c4154b6f82e6b8246eaa9
Source dataset
uspto-grants-2003_01
Patent number
US06506769B2

Reaction notes

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