Benzyl Chloride → HCID 178475086, compound

HRID 1578050Notes

Reaction equation

HRID 1578050 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:15])[CH3:14])=[S:11].C(=O)([O-])[O-].[K+].[K+].[CH2:22](Cl)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>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:15])[CH3:14])[S:11][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 12952276HCID 12952276, compound

Product 1

HCID 178475086HCID 178475086, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5.2 g (0.02 M) of N-(2,6-dichlorophenyl)-N'-acetyl-thiourea, 1.7 g of (0.012 M) of ground potassium carbonate 2.6 ml (0.024 M) of benzylchloride and 80 ml of acetone are boiled in a reflux being energetically shaken for 4 hours. The acetone is distilled off. The product in the flask is washed with water and is filtered. After drying N-(2,6-dichlorophenyl)-N'-acetyl-S-benzylisothiourea is obtained with a melting point of 84°-95° C. After being recrystallized twice from ethanol it has a melting point of 99°-101° C., whereby 1.7 g are isolated (24% of the theoretical yield).

Workup

  1. distillationThe acetone is distilled off
  2. washThe product in the flask is washed with water
  3. filtrationis filtered
  4. dry with materialAfter drying N-(2,6-dichlorophenyl)-N'-acetyl-S-benzylisothiourea
  5. customis obtained with a melting point of 84°-95° C
  6. customAfter being recrystallized twice from ethanol it
  7. customare isolated (24% of the
  8. customtheoretical yield)

Sources & evidence

ORD record
ord-f2b9ab718f72497c82e5b7928e775c09
Source dataset
uspto-grants-1981_09
Patent number
US04290971

Reaction notes

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