2,6-Difluorobenzoyl isocyanate → HCID 19072914, compound

HRID 2059025Notes

Reaction equation

HRID 2059025 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:20]=[CH:19][C:18]([C:21]#[CH:22])=[CH:17][CH:16]=1>CCOCC>[C:21]([C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:7]([NH:6][C:4](=[O:5])[C:3]2[C:2]([F:1])=[CH:12][CH:11]=[CH:10][C:9]=2[F:13])=[O:8])=[CH:16][CH:17]=1)#[CH:22]

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 37600254-Ethynylaniline

Product 1

HCID 19072914HCID 19072914, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

With stirring, 3.2 g of 2,6-difluorobenzoylisocyanate are added dropwise to a ready prepared mixture of 2 g of 4-aminophenylacetylene in 20 ml of absolute ether. The precipitate is filtered with suction after 2 hours and recrystallised from ethanol, yielding N-(4-ethynylphenyl)-N'-(2,6-difluorobenzoyl)urea with a melting point of 213°-217° C. (Compound 1).

Workup

  1. filtrationThe precipitate is filtered with suction after 2 hours
  2. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-791bc6ae57774321aadadfbc6fc3a6e7
Source dataset
uspto-grants-1982_03
Patent number
US04321276

Reaction notes

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