4-(Trifluoromethyl)benzyl isocyanate → HCID 59216596, compound

HRID 2245297Notes

Reaction equation

[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH:5]([OH:13])[C:6](=[O:12])[NH:7]2.[F:14][C:15]([F:27])([F:26])[C:16]1[CH:25]=[CH:24][C:19]([CH2:20][N:21]=[C:22]=[O:23])=[CH:18][CH:17]=1>C(OCC)(=O)C>[OH:13][CH:5]1[CH2:4][C:3]2[C:8](=[CH:9][CH:10]=[CH:11][C:2]=2[NH:1][C:22]([NH:21][CH2:20][C:19]2[CH:18]=[CH:17][C:16]([C:15]([F:14])([F:27])[F:26])=[CH:25][CH:24]=2)=[O:23])[NH:7][C:6]1=[O:12]

Participants

Conditions

Temperature: 0 °C

Procedure

5-Amino-3-hydroxy-3,4-dihydroquinolin-2(1H)-one (300 mg, 1.68 mmol) is dissolved in ethyl acetate and cooled to 0° C. 4-Trifluoromethylbenzylisocyanate (339 mg, 1.68 mmol) is added slowly with stirring. The reaction mixture is stirred for 1 h at room temperature. The insoluble product is filtered and dried in vacuo. Yield: 103 mg (16%).

Workup

stirringThe reaction mixture is stirred for 1 h at room temperature
filtrationThe insoluble product is filtered
customdried in vacuo

Sources & evidence

ORD record: ord-ed1d2d918b714df88f697870507087a5
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07683076B2

Reaction notes

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