Methyl iodide → HCID 178460295, compound

HRID 1578049Notes

Reaction equation

HRID 1578049 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([NH:12][C:13](=[O:16])[CH2:14][CH3:15])=[S:11].[C:17](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10](=[N:12][C:13](=[O:16])[CH2:14][CH3:15])[S:11][CH3:17]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 12795825HCID 12795825, compound

Product 1

HCID 178460295HCID 178460295, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

33.2 g (0.12 M) of N-(2,6-dichlorophenyl)-N'-propionyl-thiourea, 10.5 g (0.08 M) of ground potassium carbonate, 9.6 ml (0.15 M) of methyliodide and 300 ml of acetone are boiled in a reflux for 4 hours under energetic shaking. The acetone is distilled off, 300 ml of water are added to the residue. The sediment is filtered and dried. 34.4 g (98.5% of the theoretical yield) of N-(2,6-dichlorophenyl)-N'-propionyl-S-methyl-isothiourea with a melting point of 165°-170° are obtained. After recrystallization from ethyl alcohol 23.5 g of the product (68.2 % from the raw one) are obtained with a melting range of 173°-176°.

Workup

  1. temperaturea reflux for 4 hours under energetic shaking
  2. distillationThe acetone is distilled off
  3. addition300 ml of water are added to the residue
  4. filtrationThe sediment is filtered
  5. customdried

Sources & evidence

ORD record
ord-08b3084dedb04cfe8e053bc4cbd4c480
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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