Benzyl Isothiocyanate → HCID 12898123, compound

HRID 1833586Notes

Reaction equation

HRID 1833586 reaction equation
C(C1NC=CN=1)(=S)N.[CH2:9]1[NH:14][C:12](=[O:13])[NH:11][CH2:10]1.[CH2:15]([N:22]=[C:23]=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([NH:22][C:23]([N:11]1[CH2:10][CH2:9][NH:14][C:12]1=[O:13])=[S:24])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 2346Benzyl IsothiocyanateHCID 84532-ImidazolidinoneHCID 185216481H-Imidazole-2-carbothioamide

Product 1

HCID 12898123HCID 12898123, compound

Procedure

The starting thiocarbamoylimidazole required for the above reaction is made as follows: 86g ethyleneurea and 149G benzylisothiocyanate are treated together with stirring for 6 hrs. at 150°. Upon cooling, a solid mass is obtained, which is triturated with ether and then with hot alcohol and filtered. Recrystallization from chloroform-methanol gives 1-(benzylthiocarbamoyl)-2-oxo-tetrahydroimidazole.

Workup

  1. customat 150°
  2. temperatureUpon cooling
  3. customa solid mass is obtained
  4. customwhich is triturated with ether
  5. filtrationwith hot alcohol and filtered
  6. customRecrystallization from chloroform-methanol

Sources & evidence

ORD record
ord-40217b640cc948b39452b4cab7da63c8
Source dataset
uspto-grants-1978_01
Patent number
US04066778

Reaction notes

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