Isobutylamine → HCID 21284111, compound

HRID 2232000Notes

Reaction equation

HRID 2232000 reaction equation
[CH2:1]([O:3][C:4]([N:6]=[C:7]=[S:8])=[O:5])[CH3:2].[CH2:9]([NH2:13])[CH:10]([CH3:12])[CH3:11]>>[CH2:1]([O:3][C:4]([NH:6][C:7]([NH:13][CH2:9][CH:10]([CH3:12])[CH3:11])=[S:8])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 85320Ethyl isothiocyanatoformate

Product 1

HCID 21284111HCID 21284111, compound

Procedure

A solution of 5.3 grams of ethoxycarbonyl isothiocyanate (Preparation 1) in 100 ml of petroleum ether (b.p. 35°-60° C.) was cooled with stirring in an ice-water bath. To the above solution was added dropwise in 20 minutes a solution of 3.9 grams of isobutylamine in 50 ml of petroleum ether. The reaction flask was cooled in the ice-water bath during the addition. After the addition was complete the reaction flask was removed from the ice-water bath and let stand at an ambient temperature overnight. The solution was concentrated by stripping off most of the solvent. The concentrated solution was cooled in a ice-water bath. The crystals were collected by filtering and washing with hexanes. The product weighed 7.5 grams and melted at 50°-52° C.

Workup

  1. additionAfter the addition
  2. customwas removed from the ice-water bath
  3. concentrationThe solution was concentrated
  4. temperatureThe concentrated solution was cooled in a ice-water bath
  5. customThe crystals were collected
  6. filtrationby filtering
  7. washwashing with hexanes

Sources & evidence

ORD record
ord-480b9174d79a4abfaca923c0e291fe47
Source dataset
uspto-grants-1988_11
Patent number
USRE032786

Reaction notes

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