4-Chlorophenyl Isocyanate → HCID 5279169, compound

HRID 1642091Notes

Reaction equation

HRID 1642091 reaction equation
ClC1C=C(C=CC=1Cl)[C:5]([NH:7][CH:8]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C:10]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[N:9]1)=[O:6].[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]=C=O)=[CH:33][CH:32]=1.C(N(CC)CC)C>C1COCC1>[Cl:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:5]([NH:7][CH:8]2[C:14](=[O:15])[NH:13][C:12]3[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=3[C:10]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[N:9]2)=[O:6])=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 8471TriethylamineHCID 5279119HCID 5279119, compound

Product 1

HCID 5279169HCID 5279169, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of Intermediate 3 (30 mg) and 4-chloro-1-isocyanato-benzene (0.011 ml) in dry THF (4 ml) was treated with triethylamine (0.05 ml). The mixture was stirred at room temperature for 18 h, and was then partitioned between water and dichloromethane. The organic layer was passed through a hydrophobic frit, and was then evaporated. The residue was triturated with petroleum ether giving the title compound as a beige solid (34 mg).

Workup

  1. customwas then partitioned between water and dichloromethane
  2. customwas then evaporated
  3. customThe residue was triturated with petroleum ether giving the title compound as a beige solid (34 mg)

Sources & evidence

ORD record
ord-36d67368e47343e482a339e5c9ba72a2
Source dataset
uspto-grants-2012_02
Patent number
US08119630B2

Reaction notes

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