Dimethylcarbamoyl Chloride → HCID 15052529, compound

HRID 1074143Notes

Reaction equation

HRID 1074143 reaction equation
[CH3:1][N:2]([CH3:17])[C:3]([S:5][C:6]1[NH:7][CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=1)=[O:4].[CH3:18][N:19]([CH3:23])[C:20](Cl)=[O:21]>N1C=CC=CC=1>[CH3:18][N:19]([CH3:23])[C:20]([N:7]1[CH:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:10]=[C:6]1[S:5][C:3](=[O:4])[N:2]([CH3:17])[CH3:1])=[O:21]

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 178484761HCID 178484761, compound

Product 1

HCID 15052529HCID 15052529, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

In 5 ml of pyridine was dissolved 0.70 g (2.84 millimoles) of 2-(N,N-dimethylcarbamoylthio)-4-phenylimidazole, and 0.26 ml (2.84 millimoles) of N,N-dimethylcarbamoyl chloride was added to the solution and the mixture was heated at 120° C. for 5 hours. The mixture was concentrated under reduced pressure and 20 ml of water and 20 ml of chloroform were added to the concentrate to effect extraction. The chloroform layer was dried and concentrated under reduced pressure to obtain 0.9 g (yield=100%) of intended 1-(N,N-dimethylcarbamoyl)-2-(N,N-dimethylcarbamoylthio)-4-phenylimidazole (compound No. 30) in the form of a light brown oil.

Workup

  1. additionwas added to the solution
  2. concentrationThe mixture was concentrated under reduced pressure and 20 ml of water and 20 ml of chloroform
  3. additionwere added to the
  4. concentrationconcentrate
  5. extractionextraction
  6. dry with materialThe chloroform layer was dried
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2448b902a2da4a38b1dccf3927e49f53
Source dataset
uspto-grants-1990_11
Patent number
US04973588

Reaction notes

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