Butyl isocyanate → HCID 23303073, compound

HRID 1953153Notes

Reaction equation

HRID 1953153 reaction equation
[SH:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[CH2:7]([N:11]=[C:12]=[O:13])[CH2:8][CH2:9][CH3:10]>>[CH2:7]([NH:11][C:12]([N:3]1[CH:4]=[CH:5][NH:6][C:2]1=[S:1])=[O:13])[CH2:8][CH2:9][CH3:10]

Participants

3

Reactant 2

HCID 8110Butyl isocyanateHCID 178527877HCID 178527877, compound

Product 1

HCID 23303073HCID 23303073, compoundYield 93%

Conditions

Temperature
50 °C

Procedure

2-Mercaptoimidazole (24.39 g, 0.244 mole) and butyl isocyanate (48.3 g, 0.487 mole) were combined in a round-bottom flask and heated to 50° C. for 30 min or until the reaction was complete by TLC. The reaction mixture was then cooled to room temperature and the solidified mass was triturated with 50 mL of hexane for 30 min. The beige solid was filtered, washed with a minimum amount of hexane and dried under reduced pressure to yield 44.96 g (93%) of 1-(butylcarbamoyl)-1,3-dihydroimidazole-2-thione as beige crystals: mp 66-68° C.

Workup

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. customthe solidified mass was triturated with 50 mL of hexane for 30 min
  3. filtrationThe beige solid was filtered
  4. washwashed with a minimum amount of hexane
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-2298990435274f92a2e4fc18d012e25e
Source dataset
uspto-grants-2000_09
Patent number
US06114537

Reaction notes

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