2,6-Difluorobenzoyl isocyanate → HCID 9871005, compound

HRID 1975753Notes

Reaction equation

HRID 1975753 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:19])[C:8]=1[O:9][C:10]([F:18])([F:17])[CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])[NH2:5].[F:20][C:21]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[C:22]=1[C:23]([N:25]=[C:26]=[O:27])=[O:24]>C1(C)C=CC=CC=1>[F:20][C:21]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[C:22]=1[C:23]([NH:25][C:26]([NH:5][C:4]1[CH:3]=[C:2]([Cl:1])[C:8]([O:9][C:10]([F:17])([F:18])[CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])=[C:7]([Cl:19])[CH:6]=1)=[O:27])=[O:24]

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 98838783,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropoxy)aniline

Product 1

HCID 9871005HCID 9871005, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

4.3 g of 3,5-dichloro-4-(1,1,2,3,3,3-hexafluoropropyloxy)aniline are dissolved with stirring in 50 ml of dry toluene and, with exclusion of moisture, a solution of 2.41 g of 2,6-difluorobenzoylisocyanate in 10 ml of dry toluene is added at room temperature. The batch is stirred for a further 12 hours at room temperature. About 75% of the solvent is then removed by rotary evaporation, the precipitated residue is filtered with suction, washed with a small amount of cold toluene and hexane and then dried in vacuo, affording the title compound of the formula ##STR13## in the form of a crystalline white powder with a melting point of 171°-172° C. (compound 1).

Workup

  1. customAbout 75% of the solvent is then removed by rotary evaporation
  2. filtrationthe precipitated residue is filtered with suction
  3. washwashed with a small amount of cold toluene and hexane
  4. customdried in vacuo

Sources & evidence

ORD record
ord-84ca16c533d8404e8e432d43c5f6e69b
Source dataset
uspto-grants-1994_02
Patent number
US05288756

Reaction notes

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