Hydroxyurea → 3-(Trifluoromethyl)-1,2-oxazol-5-amine

HRID 2291695Notes

Reaction equation

HRID 2291695 reaction equation
[F:1][C:2]([F:9])([F:8])[C:3](=O)[CH2:4][C:5]#[N:6].[OH:10][NH:11]C(N)=O>CO>[F:1][C:2]([F:9])([F:8])[C:3]1[CH:4]=[C:5]([NH2:6])[O:10][N:11]=1

Participants

4

Reactant 2

HCID 3657HydroxyureaHCID 138435404,4,4-Trifluoro-3-oxobutanenitrile

Product 1

HCID 139139963-(Trifluoromethyl)-1,2-oxazol-5-amineYield 11%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Trifluoroacetoacetonitrile (5.12 g, 0.030 mole), hydroxyurea (2.51 g, 0.033 mole) and methanol were heated under reflux for 150 hours to give the title compound (0.50 g, 11.0%).

Workup

  1. temperatureunder reflux for 150 hours

Sources & evidence

ORD record
ord-8a15cfda7feb4ac39689a0103f82fb35
Source dataset
uspto-grants-1989_01
Patent number
US04797492

Reaction notes

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