Methyl iodide → HCID 178503867, compound

HRID 1578055Notes

Reaction equation

HRID 1578055 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]([NH:13][C:14](=[O:16])[CH3:15])=[S:12])([O-:3])=[O:2].[C:17](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=[N:13][C:14](=[O:16])[CH3:15])[S:12][CH3:17])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 4922703HCID 4922703, compound

Product 1

HCID 178503867HCID 178503867, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6.5 g (0.026 M) of N-(o-nitrophenyl)-N'-acetyl-thiourea, 2.1 g (0.015 M) of potassium carbonate, 1.9 ml (0°-0.29 M) of methyl iodide and 70 ml of acetone are boiled in a reflux for four hours. The acetone is distilled off. Water is added to the residue and it is filtered. After drying 6.6 g (100% of the theoretical yield) of the product are obtained with a melting point of 118°-160°. After recrystallization twice from ethanol and isopropanol N-(o-nitrophenyl)-N'-acetyl-S-methylisothiourea with a melting point of 120°-122° C. and 42% yield of the theoretical one is obtained.

Workup

  1. temperaturea reflux for four hours
  2. distillationThe acetone is distilled off
  3. additionWater is added to the residue and it
  4. filtrationis filtered
  5. customAfter drying 6.6 g (100% of the
  6. customtheoretical yield) of the product
  7. customare obtained with a melting point of 118°-160°
  8. customAfter recrystallization twice from ethanol and isopropanol N-(o-nitrophenyl)-N'-acetyl-S-methylisothiourea with a melting point of 120°-122° C. and 42% yield of the theoretical one
  9. customis obtained

Sources & evidence

ORD record
ord-8bf386999fec42799220a68ea036832e
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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