Benzoyl isocyanate → HCID 117667782, compound

HRID 712622Notes

Reaction equation

HRID 712622 reaction equation
C(O[C:6]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([Br:18])=[CH:15][N:16]=2)[C:11](=[O:19])[CH2:10][CH2:9]1)=[O:7])(C)(C)C.[C:20]([N:28]=C=O)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[Br:18][C:14]1[CH:13]=[C:12]2[C:17](=[N:16][CH:15]=1)[N:8]([C:6]([NH:28][C:20](=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:7])[CH2:9][CH2:10][C:11]2=[O:19]

Participants

4

Reactant 2

HCID 78210Benzoyl isocyanateHCID 117667217HCID 117667217, compound

Product 1

HCID 117667782HCID 117667782, compoundYield 100.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 6-bromo-4-oxo-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester (228 mg, 1.00 mmol) and benzoyl isocyanate (207 mg, 1.41 mmol, 90%) in 5 mL CH2Cl2 is heated at 50° C. for 2 hrs. The mixture is concentrated to give 375 mg of N-(6-bromo-4-oxo-3,4-dihydro-2H-[1,8]naphthyridine-1-carbonyl)-benzamide which is carried on without purification.

Workup

  1. concentrationThe mixture is concentrated

Sources & evidence

ORD record
ord-264feeada7da4c89a73bda61b5625482
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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