2,6-Difluorobenzoyl isocyanate → HCID 57058461, compound

HRID 867178Notes

Reaction equation

HRID 867178 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[NH2:14][C:15]1[CH:16]=[CH:17][C:18]2[O:23][C:22]([F:25])([F:24])[O:21][C:20]([F:27])([F:26])[C:19]=2[CH:28]=1>C1(C)C=CC=CC=1>[F:25][C:22]1([F:24])[O:21][C:20]([F:26])([F:27])[C:19]2[CH:28]=[C:15]([NH:14][C:7](=[O:8])[NH:6][C:4](=[O:5])[C:3]3[C:2]([F:1])=[CH:12][CH:11]=[CH:10][C:9]=3[F:13])[CH:16]=[CH:17][C:18]=2[O:23]1

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 27765762,2,4,4-Tetrafluoro-2H,4H-1,3-benzodioxin-6-amine

Product 1

HCID 57058461HCID 57058461, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
60 °C

Procedure

A solution of 5.5 g (0.03 mol) of 2,6-difluorobenzoyl isocyanate in 20 ml of toluene was added dropwise, at 60° C, to 6.7 g (0.03 mol) of 6-amino-2,2,4,4-tetrafluorobenz-1,3-dioxin in 100 ml of toluene. The batch was stirred for 1 hour at 60° C. After it had cooled, the product which had precipitated was filtered off, washed first with toluene and then with petroleum ether and then dried. 8 g (65.5% of theory) of analytically pure 3-(2,2,4,4-tetrafluoro-benz-1,3-dioxin-6-yl)-1-(2,6-difluorobenzoyl)-urea of melting point 231° C were obtained.

Workup

  1. temperatureAfter it had cooled
  2. customthe product which had precipitated
  3. filtrationwas filtered off
  4. washwashed first with toluene
  5. dry with materialwith petroleum ether and then dried

Sources & evidence

ORD record
ord-4f8a376a68c748158c72efef15ae2010
Source dataset
uspto-grants-1978_07
Patent number
US04103022

Reaction notes

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