Acetone → Carbamic acid, propyl-, 1-(1-methylethyl)-1H-pyrazol-4-yl ester

HRID 905201Notes

Reaction equation

HRID 905201 reaction equation
[CH2:1]([N:4]=[C:5]=[O:6])[CH2:2][CH3:3].[CH:7]([N:10]1[CH:14]=[CH:13][C:12](O)=[N:11]1)([CH3:9])[CH3:8].CC(C)=[O:18]>C(N(CC)CC)C>[CH2:1]([NH:4][C:5](=[O:18])[O:6][C:13]1[CH:12]=[N:11][N:10]([CH:7]([CH3:9])[CH3:8])[CH:14]=1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 180AcetoneHCID 61033Propyl isocyanateHCID 178456304HCID 178456304, compound

Product 1

HCID 13101187Carbamic acid, propyl-, 1-(1-methylethyl)-1H-pyrazol-4-yl esterYield 95%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineCatalyst

Conditions

Temperature
40 °C

Procedure

8.5 g (0.1 mol) of n-propyl isocyanate were added dropwise to a solution of 12.6 g (0.1 mol) of 1-isopropylhydroxy-pyrazole and 3 drops of triethylamine in 50 ml of acetone. The reaction mixture was then further stirred for 4 hours at 40° C. and the solvent was distilled off in vacuo. 20 g (95% of theory) of 1-isopropyl-pyrazol-4-yl N-n-propylcarbamate were obtained as a brown oil with a refractive index of nD22 =1.4885.

Workup

  1. distillationthe solvent was distilled off in vacuo

Sources & evidence

ORD record
ord-d26142d42ec04242a347db5babc2d76a
Source dataset
uspto-grants-1983_12
Patent number
US04423058

Reaction notes

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