Methyl isothiocyanate → HCID 14853424, compound

HRID 893733Notes

Reaction equation

HRID 893733 reaction equation
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:13][N:14]=[C:15]=[S:16]>C(#N)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][NH:10][C:15]([NH:14][CH3:13])=[S:16])=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 27356554-tert-Butylbenzylamine

Product 1

HCID 14853424HCID 14853424, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
20 °C

Procedure

At 20 to 30° c., a solution of 163 g (1 mol) of 4-tert.-butylbenzylamine in 100 ml of anhydrous acetonitrile was dripped, while cooling, into a mixture of 73 g (1 mol) of methyl isothiocyanate in 80 ml of anhydrous acetonitrile. The mixture was stirred for 3 hours at 20° C. and then for a further hour at 80 to 90° C. before being evaporated down. The crude product was precipitated with hexane from ethyl acetate, washed with hexane and dried under reduced pressure at 60° c.

Workup

  1. customAt 20 to 30°
  2. customfor a further hour at 80 to 90° C. before being evaporated down
  3. customThe crude product was precipitated with hexane from ethyl acetate
  4. washwashed with hexane
  5. customdried under reduced pressure at 60° c

Sources & evidence

ORD record
ord-53e612e645394e89883daa861fd5356c
Source dataset
uspto-grants-1992_06
Patent number
US05126374

Reaction notes

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