2,6-Difluorobenzoyl isocyanate → HCID 54202518, compound

HRID 2394492Notes

Reaction equation

HRID 2394492 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:18])[C:8]=1[O:9][C:10]([F:17])=[C:11]([F:16])[C:12]([F:15])([F:14])[F:13])[NH2:5].[F:19][C:20]1[CH:30]=[CH:29][CH:28]=[C:27]([F:31])[C:21]=1[C:22]([N:24]=[C:25]=[O:26])=[O:23]>ClCCCl.ClC(Cl)C>[Cl:1][C:2]1[CH:3]=[C:4]([NH:5][C:25]([NH:24][C:22](=[O:23])[C:21]2[C:27]([F:31])=[CH:28][CH:29]=[CH:30][C:20]=2[F:19])=[O:26])[CH:6]=[C:7]([Cl:18])[C:8]=1[O:9][C:10]([F:17])=[C:11]([F:16])[C:12]([F:14])([F:15])[F:13]

Participants

5

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 544918163,5-Dichloro-4-[(1,2,3,3,3-pentafluoro-1-propen-1-yl)oxy]benzenamine

Product 1

HCID 54202518HCID 54202518, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 63651,1-DichloroethaneSolvent

Conditions

Temperature
40 °C

Procedure

Dissolve 0.77 g 3,5-dichloro-4-(1,2,3,3,3-pentafluoropropenoxy) aniline in 8 mL 1,2-dichloroethane under an atmosphere of nitrogen at room temperature. Add 0.50 g 2,6-difluorobenzoyl isocyanate dissolved in 5.8 mL dichloroethane dropwise over a 10 minute period. Stir and warm to 40° C. for a 2 hour period. Chill in ice water bath and filter the white solid 0.93 g, mp 177°-80° C. Proton nmr and mass spectra were consistent with the proposed structure. Anal. calcd C17 H7Cl2F7N2O3 :C, 41.57; H, 1.44; N, 5.70. Found: C, 41.65; H, 1.31; N, 5.59.

Workup

  1. filtrationfilter the white solid 0.93 g, mp 177°-80° C

Sources & evidence

ORD record
ord-360f5d34570a45d0b899fcaf45e3e77c
Source dataset
uspto-grants-1998_09
Patent number
US05811461

Reaction notes

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