3-Fluorophenyl isocyanate → HCID 16125045, compound

HRID 2066420Notes

Reaction equation

HRID 2066420 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)[O:3]1.[F:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([N:24]=[C:25]=[O:26])[CH:19]=1>C(Cl)Cl>[F:17][C:18]1[CH:19]=[C:20]([NH:24][C:25]([NH:13][C:12]2[CH:14]=[CH:15][C:9]([B:4]3[O:3][C:2]([CH3:16])([CH3:1])[C:6]([CH3:7])([CH3:8])[O:5]3)=[CH:10][CH:11]=2)=[O:26])[CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 1230643-Fluorophenyl isocyanateHCID 27346204-(Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 16125045HCID 16125045, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1 g, 4.43 mmol) in CH2Cl2(30 ml) under argon was treated with 1-fluoro-3-isocyanatobenzene (0.515 ml, 4.43 mmol), added dropwise. The reaction was stirred at room temperature for 18 hours, and was concentrated to a solid. Methylene chloride and hexane were added to precipitate the product, which was collected and dried in vacuo to afford the title compound.

Workup

  1. additionadded dropwise
  2. concentrationwas concentrated to a solid
  3. additionMethylene chloride and hexane were added
  4. customto precipitate the product, which
  5. customwas collected
  6. customdried in vacuo

Sources & evidence

ORD record
ord-53c7b8c6feab4adfbb9f5f0568a7a4f8
Source dataset
uspto-grants-2012_10
Patent number
US08293738B2

Reaction notes

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