2-Fluorophenyl isocyanate → HCID 54351266, compound

HRID 435936Notes

Reaction equation

HRID 435936 reaction equation
[CH3:1][NH:2][C:3]([NH:5][O:6][CH3:7])=[O:4].[F:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]=[C:16]=[O:17]>C1(C)C(C)=CC=CC=1>[CH3:1][NH:2][C:3]([N:5]([O:6][CH3:7])[C:16]([NH:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[F:8])=[O:17])=[O:4]

Participants

4

Reactant 2

HCID 855882-Fluorophenyl isocyanateHCID 2538391-methoxy-3-methylurea

Product 1

HCID 54351266HCID 54351266, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Procedure

To 35 g (0.27 mol) of 1-methyl-3-methoxy urea in 150 ml xylene was added dropwise a solution of 37 g (0.27 mol) 2-fluorophenylisocyanate in 100 ml of xylene. The reaction mixture was refluxed for 4 hours. The reaction mixture was filtered while warm to remove a small amount of triethylamine hydrochloride (impurity in the urea reactant). The filtrate was evaporated to give the biuret product as a solid (m.p. 144°-147° C after recrystallization from benzene). Elemental analysis for fluorine showed: calc. 7.88%, found 7.64%.

Workup

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. filtrationThe reaction mixture was filtered
  3. temperaturewhile warm
  4. customto remove a small amount of triethylamine hydrochloride (impurity in the urea reactant)
  5. customThe filtrate was evaporated
  6. customto give
  7. customthe biuret product as a solid (m.p. 144°-147° C after recrystallization from benzene)

Sources & evidence

ORD record
ord-bf8f8915431d45f58f1697da2a3240a1
Source dataset
uspto-grants-1977_02
Patent number
US04007175

Reaction notes

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