Butyl isocyanate → HCID 19390267, compound

HRID 1757251Notes

Reaction equation

HRID 1757251 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[CH2:10]([N:14]=[C:15]=[O:16])[CH2:11][CH2:12][CH3:13]>C(Cl)(Cl)Cl>[CH2:7]=[CH:6][C:5]1[CH:8]=[CH:9][CH:2]=[CH:3][CH:4]=1.[CH2:10]([NH:14][C:15]([NH2:1])=[O:16])[CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 8110Butyl isocyanateHCID 737004-Aminostyrene

Product 1

HCID 19390267HCID 19390267, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

1.00 g (8.40 mmol) of p-aminostyrene (99% Tokyo Kasei) was added to a 250 ml round bottom flask containing 10 ml of chloroform. After ten minutes of mixing, 0.84 g (8.47 mmol) of n-butyl isocyanate (99% Aldrich) was added dropwise. Within seconds, a yellow precipitate formed. Chloroform (20 ml) was added to aid stirring. The precipitate was filtered to remove the reaction liquid, then washed with 20 ml of chloroform resulting in a pale yellow powder (1.78 g, 96% crude yield, mp=116° C.).

Workup

  1. additionAfter ten minutes of mixing
  2. waitWithin seconds
  3. customa yellow precipitate formed
  4. filtrationThe precipitate was filtered
  5. customto remove
  6. customthe reaction liquid
  7. washwashed with 20 ml of chloroform resulting in a pale yellow powder (1.78 g, 96% crude yield, mp=116° C.)

Sources & evidence

ORD record
ord-df0c6ef7413d41de98287340a06fe936
Source dataset
uspto-grants-1995_08
Patent number
US05444129

Reaction notes

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